Lithium Hydroxide → 5-Chloro-2-phenylbenzoxazole-7-carboxylic acid

반응식

[Cl:1][C:2]1[CH:3]=[C:4]([C:17]([O:19]C)=[O:18])[C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[N:7][C:6]=2[CH:16]=1.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:17]([OH:19])=[O:18])[C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[N:7][C:6]=2[CH:16]=1

참가 물질

반응물 2

HCID 3939Lithium Hydroxide

HCID 68454443Methyl 5-chloro-2-phenyl-benzoxazole-7-carboxylate

생성물 1

HCID 684565005-Chloro-2-phenylbenzoxazole-7-carboxylic acid수율 82%

실험 절차

5-Chloro-2-phenylbenzoxazole-7-carboxylic acid was prepared from methyl 5-chloro-2-phenyl-benzoxazole-7-carboxylate via lithium hydroxide mediated hydrolysis as described in Step B of Example 14. This material was obtained as a white solid in 82% yield. 1H NMR (300 MHz, DMSO-d6) δ 13.84 (br s, 1H), 8.22-8.19 (m, 3H), 7.85 (d, J=2.1 Hz, 1H), 7.70-7.63 (m, 3H), 4.07 (s, 3H); MS (ESI) m/z 274 [M+H]+.

후처리

customhydrolysis
customThis material was obtained as a white solid in 82% yield

출처 및 근거

ORD 기록: ord-945d2baad0494423afb1666aca8cfc33
출처 데이터셋: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07781430B2

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