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3,5-Di-tert-butyl-4-hydroxybenzaldehyde → (E)-2-(Benzylaminosulfonyl)-3-(3,5-di-t-butyl-4-hydroxyphenyl)acrylonitrile

HRID 442820
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HRID 442820 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[CH2:18]([NH:25][S:26]([CH2:29][C:30]#[N:31])(=[O:28])=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C.N1CCCCC1.O>[CH2:18]([NH:25][S:26](/[C:29](=[CH:8]/[C:7]1[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:12]([OH:13])=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:10]=1)/[C:30]#[N:31])(=[O:28])=[O:27])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1
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참가 물질

6

반응물 2

HCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 15410493HCID 15410493, 화합물

생성물 1

HCID 15410490(E)-2-(Benzylaminosulfonyl)-3-(3,5-di-t-butyl-4-hydroxyphenyl)acrylonitrile

시약·촉매·용매 3

HCID 8082Piperidine촉매HCID 702Ethanol용매HCID 962Water
용매

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온도
100 °C

실험 절차

A mixture of 250 mg of 3,5-di-t-butyl-4-hydroxybenzaldehyde and 230 mg of N-benzyl cyanomethyl sulfonamide in 2 ml of ethanol with 2 drops of piperidine was heated at 100° C. for 3 hours. The cooled mixture was then diluted with 10 ml of water and extracted with 50 ml of ethyl acetate. The organic extract was then washed with brine, dried over sodium sulfate, filtered and concentrated. Crystallization of the crude with ethyl acetate and hexane yield 206 mg of the titled compound.

후처리

  1. extractionextracted with 50 ml of ethyl acetate
  2. extractionThe organic extract
  3. washwas then washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customCrystallization of the crude with ethyl acetate and hexane yield 206 mg of the titled compound

출처 및 근거

ORD 기록
ord-e4335153d102424b9a1a0403e02c3cc8
출처 데이터셋
uspto-grants-1999_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05891917

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