1,2-Dichloroethane → 2-Chloro-4-methoxyphenylacetic acid ethylester

HRID 1095861ノート

反応式

HRID 1095861 の反応式
[CH2:1]([OH:3])[CH3:2].C(Cl)CCl.C(N(CC)CC)C.[Cl:15][C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[CH2:24][C:25](O)=[O:26]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH2:1]([O:3][C:25](=[O:26])[CH2:24][C:17]1[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:16]=1[Cl:15])[CH3:2]

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 702EthanolHCID 8471TriethylamineHCID 42091322-(2-Chloro-4-methoxyphenyl)acetic acid

生成物 1

HCID 573835082-Chloro-4-methoxyphenylacetic acid ethylester収率 64%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

Ethanol (8.72 mL, 150 mmol), DMAP (304 mg, 2 mmol), EDC (9.56 g, 50 mmol), and triethylamine (6.91 mL, 50 mmol) were added under cooling (ice) to a solution of (2-chloro-4-methoxy-phenyl)-acetic acid (10.00 g, 50 mmol, [CAS Reg. No. 91367-09-8]) in CH2Cl2 (200 mL). The reaction mixture was stirred at r.t. overnight, then diluted (CH2Cl2), and washed (1N HCl). The organic layer was dried (Na2SO4), and the solvent was evaporated. Purification of the residue by column chromatography (silica gel, heptane:ethyl acetate=100:0-70:30) gave the title compound (7.27 g, 64%). 1H NMR (300 MHz, CDCl3) δ 7.18 (1H, d), 6.94 (1H, d), 6.79 (1H, dd), 4.17 (2H, q), 3.79 (3H, s), 3.69 (2H, s), 1.26 (3H, t).

後処理

  1. washwashed (1N HCl)
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customthe solvent was evaporated
  4. customPurification of the residue by column chromatography (silica gel, heptane:ethyl acetate=100:0-70:30)

出典と根拠

ORDレコード
ord-9b8dc8a50fb54aba9834a80cec6cd526
出典データセット
uspto-grants-2012_03
特許番号
US08138189B2

反応ノート

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