As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4541-15-5, name is 5-(Benzyloxy)pentan-1-ol, molecular formula is C12H18O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. SDS of cas: 4541-15-5
To a stirred solution of benzylated alcohol 10 (5.0 g, 25.77 mmol) in CH2Cl2 (80 mL) at rt was added TEMPO (40 mg, 2.57 mmol) and reaction the mixture was stirred for 10 min, followed by the addition of iodobis(acetoxy)benzene (9.13g, 28.35 mmol). The mixture was stirred for additional 1 h and then diluted with CH2Cl2 (20 mL). The mixture was then washed with sat. aq Na2S2O3 (15 mL) and extracted with CH2Cl2 (3 x 10 mL). The combined organic extracts were dried (Na2SO4) and concentrated in vacuo followed by purification with silica gel column chromatography using pet ether: ethylacetate (20:1) as eluent that afforded pure aldehyde 11. Yield: 95% (4.70 g), colorless oil; IR (CHCl3, cm-1): upsilonmax 696, 753, 1039, 1098, 1106, 1242, 1275, 1454, 1710, 2941; 1H NMR (200 MHz, CDCl3): delta 1.51-1.85(m, 5H), 2.34-2.61 (m, 2H), 3.47 (t, J = 5.9 Hz, 2H), 4.48 (s, 2H),7.26-7.43 (m, 5H), 9.75 (t, J = 1.6 Hz, 1H); 13C NMR (50 MHz, CDCl3): delta 18.9, 29.0, 43.4, 69.6, 72.8, 127.5, 128.2, 130.1, 138.3, 201.8; HRMS (ESI): calc.for [(C12H16O2)H](M+H) 193.1229, found 193.1223.
With the rapid development of chemical substances, we look forward to future research findings about 4541-15-5.
Reference:
Article; Gadakh, Sunita K.; Sudalai, Arumugam; Tetrahedron Letters; vol. 57; 1; (2016); p. 25 – 28;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts