Ethanol → 1-[2-(3,5-Dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carboxylic acid

HRID 408596

반응식

HRID 408596 반응식
C([O:3][C:4]([C:6]1([CH3:21])[CH2:9][CH2:8][N:7]1[C:10](=[O:20])[CH2:11][C:12]1[CH:17]=[C:16]([CH3:18])[CH:15]=[C:14]([CH3:19])[CH:13]=1)=[O:5])C.CCO.[OH-].[Na+]>CO>[CH3:19][C:14]1[CH:13]=[C:12]([CH2:11][C:10]([N:7]2[CH2:8][CH2:9][C:6]2([CH3:21])[C:4]([OH:5])=[O:3])=[O:20])[CH:17]=[C:16]([CH3:18])[CH:15]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 705565401-[2-(3,5-Dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carboxylic acid ethyl ester

생성물 1

HCID 705580721-[2-(3,5-Dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
20 °C

실험 절차

To a solution of 1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carboxylic acid ethyl ester, Intermediate 94 (1 eq.) in either EtOH or MeOH was added aqueous NaOH (2N) (2 eq.). The reaction was stirred at 20° C. for 6 h. The solvent was removed under reduced pressure and the crude was partitioned between water and EtOAc. The organic layer was discarded and the aqueous layer was neutralized by addition of aqueous HCl (2N) and thoroughly extracted with EtOAc. The organic layers were combined, dried over MgSO4, filtered and concentrated under reduced pressure to afford 1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carboxylic acid.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe crude was partitioned between water and EtOAc
  3. additionthe aqueous layer was neutralized by addition of aqueous HCl (2N)
  4. extractionthoroughly extracted with EtOAc
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e2ffb32b6f0e4605973395909221a88f
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759334B2

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