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

HRID 379934

反応式

HRID 379934 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 21906090tert-Butyl 4-sulfanylpiperidine-1-carboxylate収率 98.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6e02e78c80f640369042e7db9c28b062
出典データセット
uspto-grants-2001_10
特許番号
US06300357B1

関連ノート

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