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Ethyl bromoacetate → trans-1-[(3-Ethoxycarbonylmethoxyphenyl)methyl]-2-(4,5-diphenyloxazol-2-yl)cyclohexane

HRID 377325
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인쇄 미리보기

반응식

HRID 377325 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]2[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)[CH:5]=[CH:6][CH:7]=1.Br[CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>C(#N)C.O>[CH2:37]([O:36][C:34]([CH2:33][O:1][C:2]1[CH:3]=[C:4]([CH2:8][C@@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]2[C:15]2[O:16][C:17]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)=[C:18]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:19]=2)[CH:5]=[CH:6][CH:7]=1)=[O:35])[CH3:38]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7748Ethyl bromoacetateHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 193584962-[2-[(3-Hydroxyphenyl)methyl]-cyclohexyl]-4,5-diphenyloxazole

생성물 1

HCID 54115607trans-1-[(3-Ethoxycarbonylmethoxyphenyl)methyl]-2-(4,5-diphenyloxazol-2-yl)cyclohexane

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6342Acetonitrile용매

실험 절차

A mixture of 2-[2-[(3-hydroxyphenyl)methyl]-cyclohexyl]-4,5-diphenyloxazole (320 mg), ethyl bromoacetate (0.13 ml), and potassium carbonate (270 mg) in acetonitrile (3.0 ml) was stirred at room temperature overnight and a mixture of ethyl acetate and water was added thereto. The organic layer was separated, washed with water (twice) and brine, dried over magnesium sulfate, and evaporated in vacuo. The oily residue was chromatographed over silica gel using n-hexane--ethyl acetate as an eluent. The first eluate gave cis- or trans-1-[(3-ethoxycarbonylmethoxyphenyl)methyl]-2-(4,5-diphenyloxazol-2-yl)cyclohexane (isomer A) (79 mg) as a powder.

후처리

  1. additionwas added
  2. customThe organic layer was separated
  3. washwashed with water (twice) and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe oily residue was chromatographed over silica gel

출처 및 근거

ORD 기록
ord-7c27b64f7893413494750ccdc4b68081
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06025375

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