Hydrogen Bromide → 9-Hydroxy-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

반응식

C[O:2][C:3]1[C:13]2[O:12][CH2:11][CH2:10][NH:9][C:8](=[O:14])[C:7]=2[CH:6]=[CH:5][CH:4]=1.Br>>[OH:2][C:3]1[C:13]2[O:12][CH2:11][CH2:10][NH:9][C:8](=[O:14])[C:7]=2[CH:6]=[CH:5][CH:4]=1

참가 물질

반응물 2

HCID 260Hydrogen Bromide

HCID 162107589-methoxy-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

생성물 1

HCID 594035349-Hydroxy-3,4-dihydro-1,4-benzoxazepin-5(2H)-one수율 76.7%

반응 조건

온도: 105 °C

실험 절차

9-(Methyloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (Preparation 57) (9.3 g, 48.1 mmol) in hydrobromic acid (120 ml, 2210 mmol) was stirred and heated at 105° C. for 5 hours. Evaporated to dryness, azeotroped with 200 ml of ethanol and biotage chromatographed twice in 3% methanol in EtOAc. Triturated with EtOAc and filtered off to give 6.61 g of white solid. MS (ES): C9H9NO3 requires 179; found 180 [M+H]+.

후처리

customEvaporated to dryness
customazeotroped with 200 ml of ethanol and biotage
customchromatographed twice in 3% methanol in EtOAc
customTriturated with EtOAc
filtrationfiltered off

출처 및 근거

ORD 기록: ord-805640a041ab473790d01c79d2c1f27a
출처 데이터셋: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08222245B2

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