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methyl (E)-3-(4-cyanophenyl)prop-2-enoate → Methyl 3-(4-cyanophenyl)propanoate

HRID 725798
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인쇄 미리보기

반응식

HRID 725798 반응식
[C:1]([C:3]1[CH:14]=[CH:13][C:6](/[CH:7]=[CH:8]/[C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1)#[N:2]>C1(C)C=CC=CC=1.[Pd].[O-]S([O-])(=O)=O.[Ba+2]>[C:1]([C:3]1[CH:14]=[CH:13][C:6]([CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1)#[N:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 11106082methyl (E)-3-(4-cyanophenyl)prop-2-enoate

생성물 1

HCID 14218717Methyl 3-(4-cyanophenyl)propanoate수율 77%

시약·촉매·용매 2

HCID 16218511Pd barium sulfate촉매HCID 1140Toluene용매

실험 절차

To a solution of methyl p-cyano-trans-cinnamate (13.6 g, 73 mmol) in toluene (485 mL) was added 5% Pd/BaSO4 (2.7 g). After 9 hours under hydrogen gas at 4 bar (60 psi), the solution was filtered, concentrated in vacuo and chromatographed over silica gel, eluting with a step gradient of hexanes through 30% ethyl acetate/hexanes. The product containing fractions were combined and concentrated to give 10.6 g (77%) of colorless oil.

후처리

  1. filtrationthe solution was filtered
  2. concentrationconcentrated in vacuo
  3. customchromatographed over silica gel
  4. washeluting with a step gradient of hexanes through 30% ethyl acetate/hexanes
  5. additionThe product containing fractions
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e71f1dba37cb4cc69a4535bea4048212
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05707966

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