Sodium borohydride → 2-{4-[4-(1-hydroxyethyl)benzyl]-3,5-dichlorophenyl}-4,5-dihydro-1,2,4-triazin-3(2H)-one

HRID 1604321ノート

反応式

HRID 1604321 の反応式
[C:1]([C:4]1[CH:25]=[CH:24][C:7]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][C:12]([N:16]3[C:21](=[O:22])[NH:20][CH2:19][CH:18]=[N:17]3)=[CH:11][C:10]=2[Cl:23])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C>[OH:3][CH:1]([C:4]1[CH:25]=[CH:24][C:7]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][C:12]([N:16]3[C:21](=[O:22])[NH:20][CH2:19][CH:18]=[N:17]3)=[CH:11][C:10]=2[Cl:23])=[CH:6][CH:5]=1)[CH3:2]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 220085612-[4-(4-acetylbenzyl)-3,5-dichlorophenyl]-4,5-dihydro-1,2,4-triazin-3(2H)-one

生成物 1

HCID 220085602-{4-[4-(1-hydroxyethyl)benzyl]-3,5-dichlorophenyl}-4,5-dihydro-1,2,4-triazin-3(2H)-one収率 86.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In 1.5 ml of ethanol was suspended 0.15 g of 2-[4-(4-acetylbenzyl)-3,5-dichlorophenyl]-4,5-dihydro-1,2,4-triazin-3(2H)-one. To the suspension was added 0.1 g of sodium borohydride. The mixture was stirred for one hour at room temperature. The reaction mixture was poured into 10 ml ice-water, followed by extraction with 10 ml of ethylacetate. The extract was dried over anhydrous magnesium sulfate, and concentrated. This residue was purified by column chromatography (Merck Silica Gel 60; hexane-acetone=1:1) to provide 0.13 g of the title compound as colorless crystals, m.p. 119-120° C.

後処理

  1. extractionfollowed by extraction with 10 ml of ethylacetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customThis residue was purified by column chromatography (Merck Silica Gel 60; hexane-acetone=1:1)

出典と根拠

ORDレコード
ord-faa2660d8c0d4accad558238a41f9cfa
出典データセット
uspto-grants-1999_11
特許番号
US05994355

反応ノート

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