Water → 4-Amino-4-[1-(4-chlorophenyl)cyclobutyl]-2-methylbutan-2-ol maleate

HRID 728273

反応式

HRID 728273 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12](=[N:18]O)[CH2:13][C:14]([OH:17])([CH3:16])[CH3:15])[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[BH4-].[Na+].O.[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27]>CO.CCOCC.O[Mo](O)(=O)=O>[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]\[C:26]([OH:28])=[O:27].[NH2:18][CH:12]([C:8]1([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:9][CH2:10][CH2:11]1)[CH2:13][C:14]([CH3:16])([OH:17])[CH3:15]

参加物

8

反応物 4

HCID 962WaterHCID 444266Maleic AcidHCID 4311764Sodium borohydrideHCID 867439361-[1-(4-Chlorophenyl)cyclobutyl]-3-hydroxy-3-methylbutan-1-one oxime

生成物 1

HCID 679455414-Amino-4-[1-(4-chlorophenyl)cyclobutyl]-2-methylbutan-2-ol maleate

試薬・触媒・溶媒 3

HCID 82208Molybdic acid触媒HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 1-[1-(4-chlorophenyl)cyclobutyl]-3-hydroxy-3-methylbutan-1-one oxime (2 g) in methanol (70 ml) was cooled to -10° C. and molybdic acid (1.67 g) added with stirring. Sodium borohydride (2.7 g) was added portionwise. The temperature of the reaction mixture was maintained at 0° C. for 21/2 hours and then water (200 ml) was added. The reaction mixture was extracted with ether, the extract filtered, and the filtrate washed with water and dried. Removal of the solvents yielded an oil which was dissolved in ether. A solution of maleic acid in ether was added and a gum was formed which solidified to give 4-amino-4-[1-(4-chlorophenyl)cyclobutyl]-2-methylbutan-2-ol maleate (m.p. 139°-144° C. (dec)).

後処理

  1. extractionThe reaction mixture was extracted with ether
  2. filtrationthe extract filtered
  3. washthe filtrate washed with water
  4. customdried
  5. customRemoval of the solvents
  6. customyielded an oil which
  7. customa gum was formed which

出典と根拠

ORDレコード
ord-f60cd1d7155c459eab08064226917a22
出典データセット
uspto-grants-1991_09
特許番号
US05047432

関連ノート

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