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Ethyl bromoacetate → Ethyl [3-[[2-(4,5-diphenyl-2-oxazolyl)-2-cyclohexen-1-yl]methyl]phenoxy]acetate

HRID 377327
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HRID 377327 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]2[C:14]([C:15]3[O:16][C:17]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[C:18]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[N:19]=3)=[CH:13][CH2:12][CH2:11][CH2:10]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+]>CN(C)C=O>[C:20]1([C:18]2[N:19]=[C:15]([C:14]3[CH:9]([CH2:8][C:4]4[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=4)[O:1][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[CH2:10][CH2:11][CH2:12][CH:13]=3)[O:16][C:17]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 193584952-[6-[(3-Hydroxyphenyl)methyl]-1-cyclohexen-1-yl]-4,5-diphenyloxazole

생성물 1

HCID 54289111Ethyl [3-[[2-(4,5-diphenyl-2-oxazolyl)-2-cyclohexen-1-yl]methyl]phenoxy]acetate수율 79%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A suspension of 2-[6-[(3-hydroxyphenyl)methyl]-1-cyclohexen-1-yl]-4,5-diphenyloxazole (885 mg), ethyl bromoacetate (399 mg), and potassium carbonate (360 mg) in N,N-dimethylformamide was stirred at room temperature for 3 days and partitioned between ethyl acetate and water. The organic layer was separated, washed with water (twice) and brine, dried over magnesium sulfate, and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (n-hexane--ethyl acetate (20:1)) to afford ethyl [3-[[2-(4,5-diphenyl-2-oxazolyl)-2-cyclohexen-1-yl]methyl]phenoxy]acetate (847 mg) as a solid.

후처리

  1. custompartitioned between ethyl acetate and water
  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 purified by column chromatography on silica gel (n-hexane--ethyl acetate (20:1))

출처 및 근거

ORD 기록
ord-8a75ccde4e7b46b8aa46d4dda9861764
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06025375

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