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Hydrogen Bromide → Isoindolin-5-ol HCl

HRID 1059720
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HRID 1059720 반응식
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][NH:7][CH2:6]2.[BrH:12]>>[BrH:12].[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][NH:7][CH2:6]2
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참가 물질

3

반응물 2

HCID 260Hydrogen BromideHCID 147958725-methoxy-2,3-dihydro-1H-isoindole

생성물 1

HCID 18630974Isoindolin-5-ol HCl

실험 절차

5-Methoxy-2,3-dihydro-1H-isoindole (28.7 g) was dissolved in 48% hydrobromic acid (620 ml) and the mixture heated under reflux for 2 h, then cooled and evaporated to give 5-hydroxy-2,3-dihydro-1H-isoindole hydrobromide (29.5 g) as a brown solid. To the above hydrobromide salt (29.5 g) in tetrahydrofuran (215 ml) and water (215 ml) at 0° C. was added triethylamine (48 ml) followed by di-tert-butyl dicarbonate (33 g). The reaction was stirred for 18 h, then worked up as for Description 1 above and chromatographed on silica gel, to give the title compound (13.2 g, 29%) as a brown solid.

후처리

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 2 h
  3. temperaturecooled
  4. customevaporated

출처 및 근거

ORD 기록
ord-a11314d5656c461ca690a290772da00a
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06521638B1

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