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

HRID 1476374노트

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HRID 1476374 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매

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온도
90 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-b461464825884dc88a49c9c2d00db565
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018630B2

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