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Triethylamine → Ethyl 3-[3-(4-methoxybenzoyl)phenyl]prop-2-enoate

HRID 1285011
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HRID 1285011 반응식
Br[C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=[O:6].[C:18]([O:22][CH2:23][CH3:24])(=[O:21])[CH:19]=[CH2:20].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(N(CC)CC)C>C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]([C:4]2[CH:3]=[C:2]([CH:17]=[CH:16][CH:15]=2)[CH:20]=[CH:19][C:18]([O:22][CH2:23][CH3:24])=[O:21])=[O:6])=[CH:8][CH:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 11776TriphenylphosphineHCID 2757031(3-bromophenyl)(4-methoxyphenyl)methanone

생성물 1

HCID 53737127Ethyl 3-[3-(4-methoxybenzoyl)phenyl]prop-2-enoate

시약·촉매·용매 3

HCID 167845palladium(II) acetate
촉매
HCID 962Water용매
HCID 6342Acetonitrile용매

실험 절차

A mixture of 3-bromo-4'-methoxybenzophenone (Allen, Schumann, Day and Van Campen, J. Amer. Chem. Soc., 1958, 80, 591) (14.6 g), ethyl acrylate (25.3 g), palladium (II) acetate (100 mg), triphenylphosphine (225 mg) and triethylamine (2.65 g) in acetonitrile (20 mL) was heated in a stainless steel autoclave under a nitrogen atmosphere at 155° for 5 hours. After cooling, water was added and the precipitated solid was recrystallized from methanol to yielded ethyl 3-(4-methoxy benzoyl)cinnamate, m.p. 71°-71.5° (5.6 g).

후처리

  1. temperatureAfter cooling
  2. customthe precipitated solid was recrystallized from methanol

출처 및 근거

ORD 기록
ord-2c420beabda142f79f652803004e53aa
출처 데이터셋
uspto-grants-1986_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04564685

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