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2,3,5,6-Tetrafluoro-4-(2-propyn-1-yl)benzyl Alcohol → 4-propargyl-2,3,5,6-tetrafluorobenzyl (1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylate

HRID 1444840
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인쇄 미리보기

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HRID 1444840 반응식
[CH2:1]([C:4]1[C:11]([F:12])=[C:10]([F:13])[C:7]([CH2:8][OH:9])=[C:6]([F:14])[C:5]=1[F:15])[C:2]#[CH:3].[C:16]([C:18]([CH3:28])=[CH:19][C@@H:20]1[C@@H:22]([C:23](O)=[O:24])[C:21]1([CH3:27])[CH3:26])#[N:17]>CN(C)C1C=CN=CC=1.ClCCl>[C:16]([C:18]([CH3:28])=[CH:19][C@@H:20]1[C@@H:22]([C:23]([O:9][CH2:8][C:7]2[C:6]([F:14])=[C:5]([F:15])[C:4]([CH2:1][C:2]#[CH:3])=[C:11]([F:12])[C:10]=2[F:13])=[O:24])[C:21]1([CH3:27])[CH3:26])#[N:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 114359092,3,5,6-Tetrafluoro-4-(2-propyn-1-yl)benzyl AlcoholHCID 66664531(1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid

생성물 1

HCID 866322664-propargyl-2,3,5,6-tetrafluorobenzyl (1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylate수율 74.8%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매

실험 절차

Under nitrogen atmosphere, to a mixture of 0.20 g of 4-propargyl-2,3,5,6-tetrafluorobenzyl alcohol, 0.17 g of (1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid, 0.022 g of 4-dimethylaminopyridine in 7 ml of dichloromethane was added 0.21 g of N,N-dicyclohexylcarbodiimide, and the mixture was stirred at room temperature for three hours. Then, the reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography to obtain 0.26 g of 4-propargyl-2,3,5,6-tetrafluorobenzyl (1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylate (hereinafter, referred to as the present compound (A)) represented by the formula (A):

후처리

  1. filtrationThen, the reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1450402467174ce2b8d3f8bdd67df692
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07662988B2

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