Lithium hydroxide, monohydrate → 4-(4-Chlorophenyl)-4-(methoxyimino)butanoic acid

HRID 423072노트

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HRID 423072 반응식
O.[OH-].[Li+].[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[N:19][O:20][CH3:21])[CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])=[CH:7][CH:6]=1>O.C1COCC1.C(O)C.CCOC(C)=O>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[N:19][O:20][CH3:21])[CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:7][CH:6]=1

참가 물질

7

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 86632052Ethyl 4-(4-chlorophenyl)-4-(methoxyimino)butanoate2회

생성물 1

HCID 866320534-(4-Chlorophenyl)-4-(methoxyimino)butanoic acid수율 69.1%

시약·촉매·용매 4

HCID 702Ethanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
20 °C

실험 절차

Lithium hydroxide monohydrate (9.59 g, 228.57 mmol) was added to ethyl 4-(4-chlorophenyl)-4-(methoxyimino)butanoate (Intermediate 52) (12.33 g, 45.71 mmol) in water (25.4 mL), THF (102 mL) and ethanol (102 mL). The resulting solution was stirred at 20° C. for 1 day. The reaction mixture was diluted with EtOAc (200 mL) and washed with water (200 mL). The aqueous was adjusted to pH5 with 1M citric acid solution then extracted with EtOAc (3×150 mL). The organic extracts were washed with saturated brine (25 mL) then dried over MgSO4, filtered and evaporated to afford desired product 4-(4-chlorophenyl)-4-(methoxyimino)butanoic acid (7.63 g, 69.1%) as a light yellow solid.

후처리

  1. washwashed with water (200 mL)
  2. extractionthen extracted with EtOAc (3×150 mL)
  3. washThe organic extracts were washed with saturated brine (25 mL)
  4. dry with materialthen dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-c558eee4cfbc47ab816ab9469084dc81
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101623B2

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