Water → 2-Bromo-1-(4,5-diphenyl-2-oxazolyl)cyclohexanol

HRID 377312노트

반응식

HRID 377312 반응식
[Br:1]N1C(=O)CCC1=O.[C:9]1([C:15]2[O:16][C:17]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:19]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]=1.[OH2:32]>CS(C)=O>[Br:1][CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][C:9]1([C:15]1[O:16][C:17]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:18]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:19]=1)[OH:32]

참가 물질

5

반응물 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 184591392-(1-Cyclohexenyl)-4,5-diphenyloxazole

생성물 1

HCID 193585162-Bromo-1-(4,5-diphenyl-2-oxazolyl)cyclohexanol수율 38.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

N-Bromosuccinimide (2.64 g) was added to a stirred suspension of 2-(1-cyclohexenyl)-4,5-diphenyloxazole (3.00 g) in dimethyl sulfoxide (20 ml) and water (267 mg) at room temperature and the resulting mixture was stirred at the same temperature for 19 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water and brine, dried over sodium sulfate, and evaporated in vacuo. The residue was purified by column chromatography to afford 2-bromo-1-(4,5-diphenyl-2-oxazolyl)cyclohexanol (1.52 g) as a yellow solid.

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-fb85258373cd40faafa4741db5456fba
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025375

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