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Triethylamine → alpha-(4-Methacryloxybenzenesulfonyloxyimino)thien-2-ylacetonitrile

HRID 648771
노트
인쇄 미리보기

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HRID 648771 반응식
C(N(CC)CC)C.[OH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([O:18][N:19]=[C:20]([C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[C:21]#[N:22])(=[O:17])=[O:16])=[CH:11][CH:10]=1.[C:28](Cl)(=[O:32])[C:29]([CH3:31])=[CH2:30]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[C:28]([O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([O:18][N:19]=[C:20]([C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[C:21]#[N:22])(=[O:17])=[O:16])=[CH:11][CH:10]=1)(=[O:32])[C:29]([CH3:31])=[CH2:30]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 54023906alpha-(4-Hydroxybenzenesulfonyloxyimino)thien-2-ylacetonitrile

생성물 1

HCID 53986033alpha-(4-Methacryloxybenzenesulfonyloxyimino)thien-2-ylacetonitrile수율 71.5%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매
2회

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온도
0 °C

실험 절차

2.2 g (0.022 mole) of triethylamine and 0.5 g of 4-dimethylaminopyridine are added to a solution of 6.1 g (0.022 mole) of α-(4-hydroxybenzenesulfonyloxyimino)thien-2-ylacetonitrile (3a) in 75 ml of methylene chloride. With cooling to 0° C., a solution of 2.3 g (0.022 mole) of methacryloyl chloride in 20 ml of CH2Cl2 is added dropwise, and the reaction mixture is stirred for 3 hours at 0° C. The mixture is then filtered through silica gel, the filtrate is concentrated by evaporation, and the residue is recrystallised from methylene chloride/hexane, affording 5.92 g of the title compound with a melting point of 165°-166° C.

후처리

  1. filtrationThe mixture is then filtered through silica gel
  2. concentrationthe filtrate is concentrated by evaporation
  3. customthe residue is recrystallised from methylene chloride/hexane

출처 및 근거

ORD 기록
ord-cb43066d5a90454c9dd27bcc57d8318e
출처 데이터셋
uspto-grants-1988_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04736055

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