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

HRID 892595ノート

反応式

HRID 892595 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6debe740667647a1969cf5aa2e68f6f1
出典データセット
uspto-grants-1992_06
特許番号
US05118694

反応ノート

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