Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 27489-62-9, name is trans-4-Aminocyclohexanol. A new synthetic method of this compound is introduced below., category: alcohols-buliding-blocks
Step 1: trans (4-Hydroxy-cyclohexyl)-carbamic acid benzyl ester To an ice cold mixture of 50 g of trans 4-aminocyclohexanol in 500 mL of ethyl acetate and 500 mL of THF was added 200 mL of saturated sodium carbonate and the 65 mL of benzyl chloroformate drop-wise over 20 min. The mixture was allowed to warm and stir overnight and the precipitated product collected by filtration and washed with 200 mL of water. After drying under vacuum the white crystalline product weighed 84 g. The combined filtrates were shaken, separated and the aqueous layer extracted with 3*100 mL of ethyl acetate. The combined ethyl acetate extracts were dried over magnesium sulfate and concentrated under reduced pressure. Trituration with ether-hexane gave an additional 35.5 g of product as a white crystalline solid. MS (m+1)=250.4; 1H NMR (400 MHz, CDCl3) 7.4-7.3 (m, 5H), 5.1 (s, 2H), 4.6 (s, 1H), 3.6 (m, 1H), 3.5 (m, 1H), 2.0 (dd, 4H), 1.6 (d, 1H), 1.4 (dd, 2H), 1.2 (dd, 2H).
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Reference:
Patent; Thompson, Wayne; Young, Steven D.; Phillips, Brian T.; Munson, Peter; Whitter, Willie; Liverton, Nigel; Dieckhaus, Christine; Butcher, John; McCauley, John A.; McIntyre, Charles J.; Layton, Mark E.; Sanderson, Philip E.; US2005/54658; (2005); A1;,
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