Lawesson's reagent → tert-Butyl 4-carbamothioylpiperidine-1-carboxylate

HRID 1497644노트

반응식

HRID 1497644 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=O)[NH2:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].COCCOC.CC1OC(C=CC2C=C3CCCN4CCCC(=C34)C=2)=CC(=C(C#N)C#N)C=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:59])=CC=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[S:59])[NH2:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 3

HCID 87949Lawesson's reagentHCID 27356461-(tert-Butoxycarbonyl)piperidine-4-carboxamideHCID 131734219Dme dcm 2

생성물 1

HCID 2735648tert-Butyl 4-carbamothioylpiperidine-1-carboxylate수율 186.7%

실험 절차

To a solution of tert-butyl-4-carbamoylpiperidine-1-carboxylate (2.65 g, 11.62 mmol) in a DME/DCM 2:1 mixture (78 mL), Lawesson reagent (2.35 g, 5.81 mmol, 0.5 eq) was added and the mixture was stirred at r.t. overnight. The solvent was removed and the residue was taken up with ethyl acetate and washed with saturated aqueous K2CO3. The organic layer was separated, dried over Na2SO4 and concentrated to dryness. The residue was triturated with diethyl ether and dried to give 2.65 g (92%) of the title compound as a white solid.

후처리

  1. customThe solvent was removed
  2. washwashed with saturated aqueous K2CO3
  3. customThe organic layer was separated
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated to dryness
  6. customThe residue was triturated with diethyl ether
  7. customdried

출처 및 근거

ORD 기록
ord-7d1e98ba6f04467fb6374ff3c4a35cc8
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199979B2

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