Methanol → Methyl 2-(3-aminophenyl)acetate hydrochloride

HRID 129192

반응식

HRID 129192 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:14])=O.[CH3:16]O>>[ClH:14].[CH3:16][O:10][C:9](=[O:11])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([NH2:1])[CH:3]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 571807(3-Aminophenyl)acetic acid

생성물 1

HCID 44119610Methyl 2-(3-aminophenyl)acetate hydrochloride수율 96.8%

실험 절차

A suspension of 3-amino phenylacetic acid (5.0 g, 33 mmol) in methanol (50 ml) at 0° C. under argon was slowly treated with thionyl chloride (19.4 g, 165 mmol). After completion of addition, the reaction mixture was allowed to warm up to room temperature and stirred for 16 hours. The solvent was evaporated and the residue was triturated with ethyl ether to give 3-amino phenylacetic acid methylester hydrochloride (5.3 g, 96.8% ) as a colorless solid. 1H NMR (CDCl3) δ10.6 (s, 2H), 7.42 (m, 4H), 3.68 (s, 3H), 3.66 (s, 2H); 13C NMR (CDCl3) 172.5, 137.3, 133.1, 131.2, 130.8, 125.9, 123.7, 53.5, 41.5.

후처리

  1. additionAfter completion of addition
  2. customThe solvent was evaporated
  3. customthe residue was triturated with ethyl ether

출처 및 근거

ORD 기록
ord-f3abd5d4a5c4470ebd857ce587a7206a
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05466817

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