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

HRID 1023283ノート

反応式

HRID 1023283 の反応式
[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]

参加物

4

反応物 3

HCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 669734082',3'-Dichloro-[1,1'-biphenyl]-3-acetic acid ethyl ester2 回

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d230f3624d664125b9c69cf044c69bcc
出典データセット
uspto-grants-2014_05
特許番号
US08722690B2

反応ノート

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