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

HRID 1095861노트

반응식

HRID 1095861 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 573835082-Chloro-4-methoxyphenylacetic acid ethylester수율 64%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-9b8dc8a50fb54aba9834a80cec6cd526
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138189B2

반응 노트

불러오는 중…