m-Chloroperbenzoic acid → 2,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile

HRID 892520노트

반응식

HRID 892520 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][C:13]1([CH3:31])[CH2:18][CH:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[C:16]2[CH:25]=[C:26]([C:29]#[N:30])[CH:27]=[CH:28][C:15]=2[O:14]1>ClCCl>[C:29]([C:26]1[CH:27]=[CH:28][C:15]2[O:14][C:13]([CH3:31])([CH3:12])[CH2:18][CH:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N+:20]=3[O-:9])[C:16]=2[CH:25]=1)#[N:30]

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 150389003,4-dihydro-2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrile

생성물 1

HCID 63363852,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile수율 64.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

406 mg of m-chloroperbenzoic acid were added to a solution of 528 mg of 3,4-dihydro-2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrile in 15 ml of dichloromethane at room temperature. After 2 hours at room temperature the mixture was washed with sodium bicarbonate solution and the organic phase was dried over sodium sulphate and evaporated. The residue crystallized from t-butyl methyl ether and was recrystallized from toluene to give 360 mg of 2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide of melting point 158°-160° C.

후처리

  1. washAfter 2 hours at room temperature the mixture was washed with sodium bicarbonate solution
  2. dry with materialthe organic phase was dried over sodium sulphate
  3. customevaporated
  4. customThe residue crystallized from t-butyl methyl ether
  5. customwas recrystallized from toluene

출처 및 근거

ORD 기록
ord-60936066904940f3979dfb96486da50a
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05118694

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