Dimethylformamide → trans-1,2-Bis(6-decyl-3-methylthionaphthalen-2-yl)ethylene

HRID 1476374ノート

反応式

HRID 1476374 の反応式
CN(C=O)C.[CH2:6]([C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[CH:22]=[C:21](OS(C(F)(F)F)(=O)=O)[C:20]([S:34][CH3:35])=[CH:19]2)[CH2:7][CH2:8][CH2:9][CH2:10]CCCCC>O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:25]([C:24]1[CH:23]=[C:22]2[C:6](=[CH:7][CH:8]=1)[CH:16]=[C:19](/[CH:18]=[CH:17]/[C:21]1[C:20]([S:34][CH3:35])=[CH:19][C:18]3[C:23](=[CH:24][CH:25]=[C:16]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:17]=3)[CH:22]=1)[C:20]([S:34][CH3:35])=[CH:21]2)[CH2:16][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:24][CH2:23][CH3:22]

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 867043896-Decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthalene

生成物 1

HCID 86704390trans-1,2-Bis(6-decyl-3-methylthionaphthalen-2-yl)ethylene収率 257.7%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

Pd(PPh3)4 (322 mg, 0.29 mmol, 7 mol %) was added to a DMF (40 ml) solution of 6-decyl-3-methylthio-2-(trifluoromethanesulfonyloxy)naphthalene (compound (4)-81) (1.9 g, 4.1 mmol) and 1,2-bis(tributylstanyl)ethylene (compound (5)-05). The mixture was heated and stirred at 90° C. for 17 hours in a dark place, diluted with water, and extracted with chloroform. The extracted solution was dried with MgSO4, and condensed. The residue was refined by column chromatography (silica gel, developed with dichloromethane) to obtain trans-1,2-bis(6-decyl-3-methylthionaphthalen-2-yl)ethylene (compound (6)-64) (2.3 g, quantitative) as a yellow solid.

後処理

  1. temperatureThe mixture was heated
  2. extractionextracted with chloroform
  3. dry with materialThe extracted solution was dried with MgSO4, and condensed

出典と根拠

ORDレコード
ord-b461464825884dc88a49c9c2d00db565
出典データセット
uspto-grants-2015_04
特許番号
US09018630B2

反応ノート

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