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

HRID 129192ノート

反応式

HRID 129192 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f3abd5d4a5c4470ebd857ce587a7206a
出典データセット
uspto-grants-1995_11
特許番号
US05466817

反応ノート

読み込み中…