Diethyl Carbonate → 2-(2',3'-Dichloro-[1,1'-biphenyl]-3-yl)propanedioic acid 1,3-diethyl ester

HRID 1023283노트

반응식

HRID 1023283 반응식
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=2[Cl:19])[CH:9]=[CH:10][CH:11]=1)[CH3:2].[C:21](=O)([O:25]CC)[O:22][CH2:23][CH3:24].[H-].[Na+]>>[CH2:1]([O:3][C:4](=[O:20])[CH:5]([C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=2[Cl:19])[CH:9]=[CH:10][CH:11]=1)[C:21]([O:22][CH2:23][CH3:24])=[O:25])[CH3:2]

참가 물질

4

반응물 3

HCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 669734082',3'-Dichloro-[1,1'-biphenyl]-3-acetic acid ethyl ester2회

생성물 1

HCID 669733992-(2',3'-Dichloro-[1,1'-biphenyl]-3-yl)propanedioic acid 1,3-diethyl ester

실험 절차

To a solution of 2′,3′-dichloro-[1,1′-biphenyl]-3-acetic acid ethyl ester (i.e. the product of Step A, 0.45 g, 1.45 mmol) and diethyl carbonate (5 mL) was added sodium hydride (60% dispersion in oil, 0.23 g, 5.8 mmol). The reaction mixture was stiffed overnight at room temperature, and then quenched with saturated aqueous ammonium chloride solution. The reaction mixture was then extracted with ethyl acetate, and the organic layer was dried over sodium sulfate and concentrated under reduced pressure to yield the title compound (0.50 g).

후처리

  1. customquenched with saturated aqueous ammonium chloride solution
  2. extractionThe reaction mixture was then extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d230f3624d664125b9c69cf044c69bcc
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722690B2

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