Sodium borohydride → HCID 14990561、化合物

HRID 2166032ノート

反応式

HRID 2166032 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:21]=[CH:20][C:13]3[N:14]([CH:17]([CH3:19])[CH3:18])[N:15]=[N:16][C:12]=3[CH:11]=2)=[O:9])=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:10]2[CH:21]=[CH:20][C:13]3[N:14]([CH:17]([CH3:18])[CH3:19])[N:15]=[N:16][C:12]=3[CH:11]=2)[OH:9])=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 14990560HCID 14990560、化合物

生成物 1

HCID 14990561HCID 14990561、化合物収率 62.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred solution of 17 parts of (4-fluorophenyl) [1-(1-methylethyl)-1H-benzotriazol-5-yl]methanone in 80 parts of ethanol were added 3.4 parts of sodium tetrahydroborate. After stirring for 1 hour at room temperature, the reaction mixture was neutralized to pH 7. The reaction mixture was concentrated and the product was extracted with ethyl acetate. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of dichloromethane and methanol (98:2 by volume) as eluent. The pure fractions were collected and the eluent was evaporated, yielding 10.7 parts (62.5%) of α-(4-fluorophenyl)-1-(1-methylethyl)-1H-benzotriazole-5-methanol as a residue (int. 4).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. extractionthe product was extracted with ethyl acetate
  3. customThe extract was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography over silica gel using
  7. additiona mixture of dichloromethane and methanol (98:2 by volume) as eluent
  8. customThe pure fractions were collected
  9. customthe eluent was evaporated

出典と根拠

ORDレコード
ord-488be89842b74e2db449cbbae8f9921f
出典データセット
uspto-grants-1990_07
特許番号
US04943574

反応ノート

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