Water → 4-(2-hydroxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

HRID 892595노트

반응식

HRID 892595 반응식
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:14]2[CH:15]=[C:16]([C:19]#[N:20])[CH:17]=[CH:18][C:13]=2[O:12][C:11]([CH3:22])([CH3:21])[CH:10]=1.C[S-].[Na+].C(OCC)C.O>CN(C)C=O>[OH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:14]2[CH:15]=[C:16]([C:19]#[N:20])[CH:17]=[CH:18][C:13]=2[O:12][C:11]([CH3:22])([CH3:21])[CH:10]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 4378561Sodium methanethiolateHCID 198955864-(2-methoxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

생성물 1

HCID 198956744-(2-hydroxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile수율 21.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.02 g of 4-(2-methoxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile and 736 mg of sodium methanethiolate were heated at reflux in 10 ml of dimethylformamide under a nitrogen atmosphere for 1.5 hours and then poured into a mixture of diethyl ether and water. The organic phase was separated, dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using petroleum ether/ethyl acetate (3:1) for the elution. The resulting solid was recrystallized from diethyl ether/petroleum ether to give 210 mg of 4-(2-hydroxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile of melting point 139°-140° C.

후처리

  1. customThe organic phase was separated
  2. dry with materialdried over sodium sulphate
  3. customevaporated
  4. customThe residue was chromatographed on silica gel
  5. washfor the elution
  6. customThe resulting solid was recrystallized from diethyl ether/petroleum ether

출처 및 근거

ORD 기록
ord-6debe740667647a1969cf5aa2e68f6f1
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05118694

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