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

HRID 728273

반응식

HRID 728273 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 82208Molybdic acid촉매HCID 887Methanol용매HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

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)).

후처리

  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

출처 및 근거

ORD 기록
ord-f60cd1d7155c459eab08064226917a22
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05047432

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