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Potassium Carbonate → [5-(4-Chloro-benzoxy)-4'-trifluoromethyl-biphenyl-3-yl]-acetic acid ethyl ester

HRID 1169950
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HRID 1169950 반응식
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:7]=[C:8]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[CH:9]=[C:10]([OH:12])[CH:11]=1)[CH3:2].C([O-])([O-])=O.[K+].[K+].[Cl:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35]Br)=[CH:33][CH:32]=1>CC#N>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:7]=[C:8]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:21])([F:22])[F:20])=[CH:15][CH:14]=2)[CH:9]=[C:10]([O:12][CH2:35][C:34]2[CH:37]=[CH:38][C:31]([Cl:30])=[CH:32][CH:33]=2)[CH:11]=1)[CH3:2]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 66702499(5-Hydroxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid ethyl ester

생성물 1

HCID 68694126[5-(4-Chloro-benzoxy)-4'-trifluoromethyl-biphenyl-3-yl]-acetic acid ethyl ester수율 86.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

A suspension of (5-hydroxy-4′-trifluoromethyl-biphenyl-3-yl)-acetic acid ethyl ester (70 mg, 0.22 mmol), K2CO3 (60 mg, 2.0 equivalents), 4-chlorobenzyl bromide (50 mg, 1.1 equivalents) in MeCN (2 mL) was heated at 80° C. for 2 hours. The resultant suspension was filtered and evaporated to dryness. The residue was purified by flash column chromatography (EtOAc:petroleum ether) to give 85 mg (83%) [5-(4-chloro-benzoxy)-4′-trifluoromethyl-biphenyl-3-yl]-acetic acid ethyl ester as a clear oil.

후처리

  1. filtrationThe resultant suspension was filtered
  2. customevaporated to dryness
  3. customThe residue was purified by flash column chromatography (EtOAc:petroleum ether)

출처 및 근거

ORD 기록
ord-76c7332b320447f7a739ac4313bfd83d
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07825160B2

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