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

HRID 377312ノート

反応式

HRID 377312 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fb85258373cd40faafa4741db5456fba
出典データセット
uspto-grants-2000_02
特許番号
US06025375

反応ノート

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