Dimethyl Sulfoxide → HCID 178474986, 화합물

HRID 1664989노트

반응식

HRID 1664989 반응식
CS(C)=O.C(Cl)(=O)C(Cl)=O.[OH:11][CH2:12][CH2:13][C@H:14]1[CH2:19][CH2:18][C@H:17]([NH:20][C:21](=[O:23])[CH3:22])[CH2:16][CH2:15]1.CCN(CC)CC>C(Cl)Cl.O.C(Cl)Cl.CO>[O:11]=[CH:12][CH2:13][C@H:14]1[CH2:19][CH2:18][C@H:17]([NH:20][C:21](=[O:23])[CH3:22])[CH2:16][CH2:15]1

참가 물질

8

반응물 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 178474987HCID 178474987, 화합물

생성물 1

HCID 178474986HCID 178474986, 화합물수율 81%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매3회HCID 21226129Dichloromethane methanol용매

실험 절차

DMSO (3.68 g, 47 mmol) in CH2Cl2 (20 ml) was added at −78° C. to a stirred solution of oxalylchloride (2.9 g, 23 mmol) in CH2Cl2 (100 ml). After 1 h stirring at −78° C. a solution of N-[trans-4-(2-hydroxy-ethyl)-cyclohexyl]-acetamide (2.18 g, 12 mmol) in CH2Cl2 (80 ml) was added followed after 2 h by Et3N (7.14 g, 71 mmol). The mixture was allowed to reach room temperature and was then diluted with H2O and extracted with CH2Cl2. The combined organic layers were dryed (Na2SO4) and the solvent was evaporated to afford the crude product. Chromatography (CH2Cl2/MeOH 95:5) yielded 1.75 g (81%, 9.5 mmol) of a light brown solid. MS (m/z): 184.3 ([M+H]+).

후처리

  1. additionwas added
  2. customto reach room temperature
  3. extractionextracted with CH2Cl2
  4. customthe solvent was evaporated
  5. customto afford the crude product

출처 및 근거

ORD 기록
ord-682e1f53f1d34989b674d2651d63abdc
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039490B2

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