Hydrochloric Acid → tert-Butyl 3-sulfanylazetidine-1-carboxylate

HRID 241636노트

반응식

HRID 241636 반응식
C([S:4][CH:5]1[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6]1)(=O)C.C(=O)([O-])[O-].[K+].[K+].Cl>CO>[SH:4][CH:5]1[CH2:6][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 18363257Tert-butyl 3-(acetylthio)azetidine-1-carboxylate

생성물 1

HCID 58513580tert-Butyl 3-sulfanylazetidine-1-carboxylate수율 101.3%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

Mixture of tert-butyl 3-(acetylthio)azetidine-1-carboxylate (STEP C, 700 mg, 3.03 mmol), methanol (10 mL) and potassium carbonate (836 mg, 6.05 mol) was stirred at 50° C. for 2 h and cooled to room temperature. To the reaction mixture was added 2 mol/L hydrochloric acid for solution acidified (pH <4). The resulting solution was extracted with diethyl ether (30 mL×2). The organic layer was combined and washed with water (30 mL×2) and brine (30 mL). The extract was dried with magnesium sulfate and concentrated. Resulting crude product (581 mg) was used without further purification.

후처리

  1. temperaturecooled to room temperature
  2. extractionThe resulting solution was extracted with diethyl ether (30 mL×2)
  3. washwashed with water (30 mL×2) and brine (30 mL)
  4. dry with materialThe extract was dried with magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1976d53515af40f5b89eae1279a0532d
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653063B2

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