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

HRID 1497644ノート

反応式

HRID 1497644 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 2735648tert-Butyl 4-carbamothioylpiperidine-1-carboxylate収率 186.7%

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7d1e98ba6f04467fb6374ff3c4a35cc8
出典データセット
uspto-grants-2015_12
特許番号
US09199979B2

反応ノート

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