4-Aminophenol → 5-Hydroxy-2-(4-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione

HRID 853797ノート

反応式

HRID 853797 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:11]([OH:13])=O)[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=O.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1.O>C(O)(=O)C>[OH:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:9][CH:10]=1)[C:6](=[O:8])[N:14]([C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)[C:11]2=[O:13]

参加物

5

反応物 3

HCID 4034-AminophenolHCID 962WaterHCID 118814-Hydroxyphthalic acid

生成物 1

HCID 197939855-Hydroxy-2-(4-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione収率 74.7%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
120 °C

実験手順

A suspension of 4-hydroxyphthalic acid (3.00 g) and 4-aminophenol (1.98 g) in glacial acetic acid (15 mL) was heated under nitrogen at 120° C. for 1.5 h. The brown reaction solution was cooled to room temperature, poured into water (200 mL) and allowed to sit undisturbed for 30 min. The precipitate was collected by filtration and washed with water (2×60 mL). The solid was dried under high vacuum at 50° C. for 18 h yielding the title compound (3.14 g) as a tan solid. 1H NMR (DMSO-d6): 10.99 (s, 1H), 9.72 (s, 1H), 7.76 (d, 1H, J=7.8 Hz), 7.18 (m, 4M), 6.86 (m, 2H); MS: 256 (MH+).

後処理

  1. temperatureThe brown reaction solution was cooled to room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with water (2×60 mL)
  4. customThe solid was dried under high vacuum at 50° C. for 18 h

出典と根拠

ORDレコード
ord-8e8e4dc2f20a4b0b9f66723ccdbe3a00
出典データセット
uspto-grants-2007_08
特許番号
US07256201B2

反応ノート

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