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

HRID 853797노트

반응식

HRID 853797 반응식
[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]

참가 물질

5

반응물 3

HCID 4034-AminophenolHCID 962WaterHCID 118814-Hydroxyphthalic acid

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
120 °C

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-8e8e4dc2f20a4b0b9f66723ccdbe3a00
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07256201B2

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