Butyl glycinate → [5-(4-Chloro-phenoxy)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid butyl ester

HRID 1866270ノート

反応式

HRID 1866270 の反応式
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:8]=[C:9]([C:16]([OH:18])=O)[C:10](=[CH:14][CH:15]=2)[C:11]([OH:13])=O)=[CH:4][CH:3]=1.[CH2:21]([O:25][C:26](=[O:29])[CH2:27][NH2:28])[CH2:22][CH2:23][CH3:24]>>[CH2:21]([O:25][C:26](=[O:29])[CH2:27][N:28]1[C:16](=[O:18])[C:9]2[C:10](=[CH:14][CH:15]=[C:7]([O:6][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:20][CH:19]=3)[CH:8]=2)[C:11]1=[O:13])[CH2:22][CH2:23][CH3:24]

参加物

3

反応物 2

HCID 76155Butyl glycinateHCID 667130414-(4-Chloro-phenoxy)-phthalic acid

生成物 1

HCID 66713943[5-(4-Chloro-phenoxy)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid butyl ester収率 65.8%

反応条件

温度
250 °C

実験手順

A mixture of 500 mg 4-(4-Chloro-phenoxy)-phthalic acid and glycine n-butyl ester (286 mg) was heated at 250° C. for 5 min. The reaction mixture was purified by chromatography with dichloromethane as eluent to give 436 mg the title compound. 1H NMR (200 MHz, DMSO) δ 7.48 (d, J=8.6 Hz, 1H), 7.59 (d, J=9.0 Hz, 2H), 7.46 (m, 2H), 7.29 (d, J=9.0 Hz, 2H), 4.46 (s, 2H), 4.16 (t, J=6.2 Hz, 2H), 1.61 (m, 2H), 1.38 (m, 2H), 0.92 (t, J=7.0 Hz, 3H).

後処理

  1. customThe reaction mixture was purified by chromatography with dichloromethane as eluent

出典と根拠

ORDレコード
ord-72684e8d5c404f319d32f198549f9b13
出典データセット
uspto-grants-2009_12
特許番号
US07629357B2

反応ノート

読み込み中…