Acetic Acid → tert-Butyl 4-sulfanylpiperidine-1-carboxylate

HRID 381423

반응식

HRID 381423 반응식
C([S:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1)(=O)C.C[O-].[Na+].CO.C(O)(=O)C>CO>[C:14]([O:13][C:11]([N:8]1[CH2:9][CH2:10][CH:5]([SH:4])[CH2:6][CH2:7]1)=[O:12])([CH3:17])([CH3:15])[CH3:16]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 22494773tert-Butyl 4-(acetylthio)piperidine-1-carboxylateHCID 23694274Sodium methanolate methanol

생성물 1

HCID 21906090tert-Butyl 4-sulfanylpiperidine-1-carboxylate수율 98.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In dry methanol were dissolved 520 mg (2 mmol) of 4-(acetylthio)-1-(tert-butoxycarbonyl)piperidine, and 420 μl (2 mmol) of a 28% sodium methoxide-methanol solution were added to the mixture under ice-cooling and under a nitrogen atmosphere, followed by stirring of the resulting mixture for 40 minutes. Then, 173 μl of acetic acid were added to the mixture and the solvent was distilled off at room temperature, followed by diluting of the residue with ethyl acetate. The mixture was washed successively with an aqueous sodium hydrogencarbonate solution and an aqueous NaCl solution in the order and the solvent was distilled off to obtain 430 mg of reddish orange oil. This product was used for a subsequent reaction without purification.

후처리

  1. additionwere added to the mixture under ice-
  2. temperaturecooling and under a nitrogen atmosphere
  3. distillationthe solvent was distilled off at room temperature
  4. additionby diluting of the residue with ethyl acetate
  5. washThe mixture was washed successively with an aqueous sodium hydrogencarbonate solution
  6. distillationan aqueous NaCl solution in the order and the solvent was distilled off

출처 및 근거

ORD 기록
ord-5fc3657e2f3d4bc5bbfae185d0b9883f
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06306880B1

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