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Sodium Hydroxide → 1-[(Tert-butoxy)carbonyl]-2-methylazetidine-2-carboxylic acid

HRID 408579
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HRID 408579 반응식
CC[O:3][C:4]([C:6]1([CH3:17])[CH2:9][CH2:8][N:7]1[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[O:5].[OH-].[Na+]>CCO>[C:13]([O:12][C:10]([N:7]1[CH2:8][CH2:9][C:6]1([CH3:17])[C:4]([OH:5])=[O:3])=[O:11])([CH3:16])([CH3:14])[CH3:15]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 705629701-Tert-butyl 2-ethyl 2-methylazetidine-1,2-dicarboxylate

생성물 1

HCID 218663321-[(Tert-butoxy)carbonyl]-2-methylazetidine-2-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
20 °C

실험 절차

To a solution of 2-methyl-azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester, Intermediate 11 (1 eq.) in EtOH was added an aqueous solution of 2N NaOH (2 eq.). The reaction was stirred at 20° C. for 15 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 acidified by addition of a solution of citric acid 10% in water until pH=3 and thoroughly extracted by EtOAc. The organic layers were combined, dried over MgSO4, filtered and concentrated under reduced pressure to afford 2-methyl-azetidine-1,2-dicarboxylic acid 1-tert-butyl ester.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe crude was partitioned between water and EtOAc
  3. additionthe aqueous layer was acidified by addition of a solution of citric acid 10% in water until pH=3
  4. extractionthoroughly extracted by EtOAc
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b888f65072a644e5b64586dbb0d99178
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759334B2

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