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

HRID 2239563노트

반응식

HRID 2239563 반응식
C([S:4][CH:5]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6]1)(=O)C.C[S-].[Na+].Cl>CO>[SH:4][CH:5]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4378561Sodium methanethiolateHCID 54776232tert-Butyl 3-(acetylthio)pyrrolidine-1-carboxylate

생성물 1

HCID 13324658tert-Butyl 3-sulfanylpyrrolidine-1-carboxylate수율 99%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

tert-Butyl 3-(acetylthio)pyrrolidine-1-carboxylate (200 mg, 0.81 mmol) was dissolved in MeOH (10mL) and sodium methanethiolate (57 mg, 0.81 mmol) was added. The reaction mixture was stirred at rt for 30 mins. HCl (1M solution) was added and the aqueous layer extracted with DCM. The organic layer was washed with brine, dried (Na2SO4), filtered and evaporated affording the title compound (0.163 g, 98.4%). 1H NMR (500 MHz, CDCl3): δ 1.44 (s, 9H), 1.68 (d, 1H), 1.75-1.84 (m, 1H), 2.22-2.28 (m, 1H), 3.13-3.23 (m, 1H), 3.30-3.40 (m, 2H), 3.47-3.57 (m, 1H), 3.67-3.74 (m, 1H).

후처리

  1. extractionthe aqueous layer extracted with DCM
  2. washThe organic layer was washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated

출처 및 근거

ORD 기록
ord-41b14c9d5fa94d7999adc86c6e9f609b
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723333B2

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