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Methyl Acrylate → HCID 58247920, 화합물

HRID 339129
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인쇄 미리보기

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HRID 339129 반응식
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:6][CH2:5]2.[C:19]([O:23][CH3:24])(=[O:22])[CH:20]=[CH2:21]>C(N(CC)CC)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CC1C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C>[C:14]([O:13][C:12]([NH:11][CH:7]1[C:8]2[C:4](=[CH:3][C:2](/[CH:21]=[CH:20]/[C:19]([O:23][CH3:24])=[O:22])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1)=[O:18])([CH3:17])([CH3:16])[CH3:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 7294Methyl AcrylateHCID 58247994tert-butyl (5-bromo-2,3-dihydro-1h-inden-1-yl)carbamate

생성물 1

HCID 58247920HCID 58247920, 화합물수율 75%

시약·촉매·용매 3

HCID 80271Tri-o-tolylphosphine촉매HCID 167845palladium(II) acetate촉매
HCID 8471
Triethylamine
용매

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온도
150 °C

실험 절차

A mixture of 25 g (80.1 mmol) of tert-butyl (5-bromo-2,3-dihydro-1H-inden-1-yl)carbamate, 975 mg (3.20 mmol) of tris(2-methylphenyl)phosphine, 179 mg (797 μmol) of palladium(II) acetate and 8.9 g (103 mmol) of methyl acrylate in 150 ml of triethylamine was stirred at 150° C. for five hours. The precipitate was filtered off, and chromatographic purification afforded 19 g (59.9 mmol) of methyl (2E)-3-[1-[(tert-butoxycarbonyl)amino]-2,3-dihydro-1H-inden-5-yl]acrylate (75%).

후처리

  1. filtrationThe precipitate was filtered off
  2. customchromatographic purification

출처 및 근거

ORD 기록
ord-cebcade80b7547c5ac7b1f9b622bb597
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889878B2

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