Styrene → trans-Stilbene

HRID 429611

반응식

HRID 429611 반응식
[C:1]([O-])(=O)[CH3:2].[Na+].[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cl-].CN(C=O)C>[C:8]1(/[CH:7]=[CH:6]/[C:1]2[CH:2]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:8]1(/[CH:7]=[CH:6]\[C:1]2[CH:2]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:8]1([C:7]([C:1]2[CH:2]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[CH2:6])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

7

반응물 2

HCID 7501StyreneHCID 517045Sodium Acetate

생성물 3

HCID 107401,1-Diphenylethylene수율 14.5%HCID 638088trans-Stilbene수율 85%HCID 5356785cis-Stilbene수율 0.5%

시약·촉매·용매 2

HCID 164911Tetraphenylphosphonium Chloride촉매HCID 6228Dimethylformamide용매

실험 절차

A reaction is performed as described in Example 1, except that 3.9 mg (0.015 mmol) of (CH3CN)2PdCl2, 34.9 mg (0.09 mmol) of Ph4PCl, 520.9 mg (6.35 mmol) of anhydrous sodium acetate, 499.6 mg (3.118 mmol) of Br-benzene and 489.3 mg (4.7 mmol) of styrene are reacted in 1.5 ml of DMF. Stirring is performed at 130° C. for 5 hours. According to the processing described in Example 1, a 74.8% yield of Heck products (85.0% trans-stilbene, 0.5% cis-stilbene, and 14.5% 1,1-diphenylethene) is obtained with 74.6% conversion of Br-benzene.

출처 및 근거

ORD 기록
ord-1d4146d68dbd45f885d469d03ee4ecc5
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316675B1

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