Diisopropylethylamine → HCID 178485970, 화합물

HRID 25544

반응식

HRID 25544 반응식
[CH3:1][NH:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([OH:9])[CH2:5][CH2:4]1.[CH:10]1[C:15]([O:16][C:17](Cl)=[O:18])=[CH:14][CH:13]=[C:12]([Cl:20])[CH:11]=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:20][C:12]1[CH:13]=[CH:14][C:15]([O:16][C:17](=[O:18])[N:2]([C@H:3]2[CH2:8][CH2:7][C@H:6]([OH:9])[CH2:5][CH2:4]2)[CH3:1])=[CH:10][CH:11]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 1390594-Chlorophenyl chloroformateHCID 178484843HCID 178484843, 화합물

생성물 1

HCID 178485970HCID 178485970, 화합물수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 16.1 g (124.7 mmol) trans-4-methylamino-cyclohexanol in 40 ml CH2Cl2, 18.3 ml (130.9 mmol, 1.05 eq) 4-chlorophenylchloroformate and 22.4 ml (130.9 mmol, 1.05 eq) Huenig's base were added at 0° C. The solution was stirred at RT over night, diluted, and washed with 1M HCl, sat. aqueous NaHCO3 solution. The organic phase was dried over MgSO4. Column chromatography on silica gel with EtOAc:hexane 1:1 yielded 32.2 g (91%) trans-(4-Hydroxy-cyclohexyl)-methyl-carbamic acid 4-chloro-phenyl ester as white solid, MS: 283 (M, 1Cl).

후처리

  1. additiondiluted
  2. washwashed with 1M HCl, sat. aqueous NaHCO3 solution
  3. dry with materialThe organic phase was dried over MgSO4

출처 및 근거

ORD 기록
ord-d0628b29439549319592cdc359ca3e85
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858651B2

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