Ethyl 3-(bromophenyl)acetate → Ethyl 4-(3-bromophenyl)butanoate

반응식

Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:4][CH:3]=1.[Br:16]C1C=C(CC(OCC)=O)C=CC=1>>[Br:16][C:3]1[CH:4]=[C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:2]=1

참가 물질

반응물 2

HCID 11470552Ethyl 3-(bromophenyl)acetate2회

HCID 12870375Ethyl 4-(4-bromophenyl)butanoate2회

생성물 1

HCID 11492759Ethyl 4-(3-bromophenyl)butanoate

실험 절차

Employing the same general multistep preparation as for ethyl 4-(4-bromophenyl)butanoate (Compound C), 60 g (246 mmol) of ethyl (3-bromophenyl)acetate (Compound B) was converted into the title compound (oil) using 255 ml (255 mmol) of diisobutyl aluminum hydride (DIBAL-H, 1M in hexane), 85.8 g (250 mmol) of (carbethoxy methylene)triphenylphosphorane and 1.7 g of 10% Pd/C.

출처 및 근거

ORD 기록: ord-bbd2b45e8f9b4d7dbebe53c304885efe
출처 데이터셋: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05723620

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