5-benzyloxy-2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide → 2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)-5-hydroxypyridine N-oxide

HRID 892578ノート

反応式

HRID 892578 の反応式
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:16]2[C:21]3[CH:22]=[C:23]([C:26]#[N:27])[CH:24]=[CH:25][C:20]=3[O:19][C:18]([CH3:29])([CH3:28])[CH2:17]2)=[N+:13]([O-:15])[CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[C:26]([C:23]1[CH:24]=[CH:25][C:20]2[O:19][C:18]([CH3:29])([CH3:28])[CH2:17][CH:16]([C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][N+:13]=3[O-:15])[C:21]=2[CH:22]=1)#[N:27]

参加物

4

反応物 1

HCID 538667995-benzyloxy-2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide

生成物 1

HCID 540062792-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)-5-hydroxypyridine N-oxide収率 31.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

0.21 g of 5-benzyloxy-2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide in 90 ml of methanol was hydrogenated over 10% palladium-on-carbon at room temperature and under atmospheric pressure for 30 minutes. The catalyst was removed by filtration and the filtrate was evaporated. The residue was chromatographed on silica gel using dichloromethane/methanol (19:1) for the elution to give 0.05 g of 2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)-5-hydroxypyridine N-oxide in the form of an off-white solid of melting point 224° C (from ethyl acetate).

後処理

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated
  3. customThe residue was chromatographed on silica gel
  4. washfor the elution

出典と根拠

ORDレコード
ord-c1f4e5455bb042079414747f21d49b07
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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