Styrene → trans-Stilbene

HRID 429611

反応式

HRID 429611 の反応式
[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

参加物

7

反応物 2

HCID 7501StyreneHCID 517045Sodium Acetate

生成物 3

HCID 107401,1-Diphenylethylene収率 14.5%HCID 638088trans-Stilbene収率 85%HCID 5356785cis-Stilbene収率 0.5%

試薬・触媒・溶媒 2

HCID 164911Tetraphenylphosphonium Chloride触媒HCID 6228Dimethylformamide溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-1d4146d68dbd45f885d469d03ee4ecc5
出典データセット
uspto-grants-2001_11
特許番号
US06316675B1

関連ノート

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