1-(3-(Difluoromethoxy)phenyl)ethan-1-one → (3-Bromo-phenyl)-(3-difluoromethoxy-phenyl)-methanol

HRID 1668740노트

반응식

HRID 1668740 반응식
[F:1][CH:2]([F:13])[O:3][C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1.[Br:14][C:15]1[CH:16]=C([Li])[CH:18]=[CH:19][CH:20]=1>>[Br:14][C:15]1[CH:16]=[C:11]([CH:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([O:3][CH:2]([F:13])[F:1])[CH:5]=2)[OH:12])[CH:18]=[CH:19][CH:20]=1

참가 물질

3

반응물 2

HCID 27741071-(3-(Difluoromethoxy)phenyl)ethan-1-oneHCID 178506674HCID 178506674, 화합물

생성물 1

HCID 67347644(3-Bromo-phenyl)-(3-difluoromethoxy-phenyl)-methanol

실험 절차

In an analogous reaction sequence to that described for Building Block C, the reaction of 1-(3-difluoromethoxy-phenyl)-ethanone with 3-bromophenyllithium yielded the (3-bromo-phenyl)-(3-difluoromethoxy-phenyl)-methanol which was used as crude material in the following elimination reaction with a catalytic amount of p-toluenesulfonic acid to yield the 1-bromo-3-[1-(3-difluoromethoxy-phenyl)-vinyl]-benzene (yield: 68% of theory) as a light yellow oil. TLC: Rf: 0.66 (silica gel; heptane:ethyl acetate=4:1, UV, 254 nm).

출처 및 근거

ORD 기록
ord-a70527b03f6c46008c5184feb5617d6f
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989449B2

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