The preparation of N-substituted 1,3-propanediol dicarbamates was written by Schneider, G.;Halmos, M.;Meszaros, P.;Kovaes, O.. And the article was included in Monatshefte fuer Chemie in 1963.SDS of cas: 115-84-4 The following contents are mentioned in the article:
As part of a study of 1,3-diols, a number of substituted 1,3-propanediol dicarbamates was prepared The 2,2-dialkyl-1,3-propanediol dicarbamates rand the sym. N,N’-di- (I) or N,N,N’,N’-tetrasubstituted (II) derivatives were obtained by treating the corresponding dichlorides with aqueous NH3 or dry alkylamine. A typical preparation of I involved treatment of a solution of 1 mole of diol in 500 cc. absolute C6H6 with COCl2 at 0-5°, followed by reaction with concentrated NH3. After separation of the aqueous phase, the C6H6 solution was washed with H2O, dried (Na2SO4), and concentrated to yield a solid product. By this method were prepared the following I, RR1C(CH2O2CNH2)2 (R,R1,and m.p. given): Me, Me, 152°; Et, Et, 158°; Me, Pr, 99-100°; Et, Bu, 118°. The preparation of II was carried out in a manner analogous to that of I, except that the reaction with COCl2 was carried out in the presence of R2NH. The mixture was kept 1 day at room temperature, the amine hydrochloride was removed, and gaseous alkylamine passed into the dichloride solution at 5°. After removal of the amine hydrochloride, II was isolated as described above. In this manner were prepared the following II, RR1C(CH2O2CNR2R3)2 (R, R1, R2, R3, and m.p. or n25D given): Me, Me, Me, H, 39-40°; Et, Et, Me, H, 85-6°; Me, Pr, Me, H, 1.4872; Et, Bu, Me, H, 1.4686; Me, Me, Me, Me, 14562; Et, Et, Me, Me, 30-2°; Me, Pr, Me, Me, 1.4596; Et, Bu, Me, Me, 1.4661; Me, Me, iso-Pr, H, 92-3°; Et, Et, iso-Pr, H, 44-5°, Me, Pr, iso-Pr, H, 68-9°; Et, Bu, iso-Pr, H, 1.4627. N-Monoalkyl and mixed N,N’-dialkyl-1,3-propanediol dicarbamates (III) were obtained from the appropriate monocarbamates (IV). The latter were frequently prepared by reaction of 1.5 moles of the corresponding cyclic carbonate with 2 moles of liquid alkylamine for 6 hrs. at 80° in an autoclave. The cooled reaction mixture was dissolved in C6H6, the C6H6 and excess amine removed, and IV isolated. By this method were prepared the following IV, RR1C(CH2OH)CH2O2CNR2R3 (R, R1, R2, R3, and m.p. or n25D given): Me, Me, iso-Pr, H, 58-60°, Et, Et, iso-Pr, H, 53°; Me, Pr, iso-Pr, H, 1.4594; Et, Bu, iso-Pr, H, 1.4540; Me, Pr, Bu, H, 1.4547. V, n255D 1.4480, was prepared in 95% yield by reaction of the corresponding diol with diethyl carbonate and Na at 90°; use of a large amount of Na avoided formation of polymers. The N-monoalkyl-2,2-dialkyl-1-3-propanediol dicarbamates were prepared by treatment of a C6H6 solution of 1 mole IV with 1 mole COCl2, followed by reaction with aqueous NH3. The mixed N,N-dialkyl derivatives of III were prepared similarly, except that the reaction with COCl2 was carried out in the presence of 1 mole R2NH. The remainder of this procedure was similar to that described for the preparation of II. By this method were prepared the following RR1C(CH2O2CNR2Ra3CH2O2CNR4Rp5 (R, R1, R2, R3, R4, R5,and m.p. or n25D given): Me, Me, iso-Pr, H, H, H, 118-20°; Et, Et, iso-Pr, H, H, H, 88-90°; Me, Pr, iso-Pr, H, H, H, 91-3°; Et, Bu, iso-Pr, H, H, H, 74-6°; Me, Me, iso-Pr, H, Me, H, 75°; Et, Et, iso-Pr, H, Me, H, 63-5°; Me, Pr, iso-Pr, H, Me, H, 76-8°; Et, Bu, iso-Pr, H, Me, H, 34-5°; Me, Me, iso-Pr, H, Me, Me, 43°; Et, Et, iso-Pr, H, Me, Me, 48-50°; Me, Pr, iso-Pr, H, Me, Me, 1.4560; Et, Bu, iso-Pr, H, Me, Me, 1.4587; Me, Pr, Bu, H, H, H, 1.4603; Me, Pr, Bu, H, Me, H, 1.4594; Me, Pr, Bu, H, Me, Me, 1.4612. This study involved multiple reactions and reactants, such as 2-Butyl-2-ethylpropane-1,3-diol (cas: 115-84-4SDS of cas: 115-84-4).
2-Butyl-2-ethylpropane-1,3-diol (cas: 115-84-4) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.SDS of cas: 115-84-4
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts