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Benzyl chloroformate → (Phenylmethyl) 4-isothiocyanato-1-piperidinecarboxylate

HRID 1856550
ノート
印刷プレビュー

反応式

HRID 1856550 の反応式
[N:1]([CH:4]1[CH2:9][CH2:8][N:7](CC2C=CC=CC=2)[CH2:6][CH2:5]1)=[C:2]=[S:3].[C:17](Cl)(=[O:26])[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC1C=CC=CC=1>[N:1]([CH:4]1[CH2:9][CH2:8][N:7]([C:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:26])[CH2:6][CH2:5]1)=[C:2]=[S:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 10387Benzyl chloroformateHCID 118065461-benzyl-4-isothiocyanatopiperidine

生成物 1

HCID 54305212(Phenylmethyl) 4-isothiocyanato-1-piperidinecarboxylate収率 97%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a stirred solution of 28.4 parts of 4-isothiocyanato-1-(phenylmethyl)piperidine in 315 parts of methylbenzene are added dropwise 41 parts of (phenylmethyl) carbonochloridate at room temperature. Upon completion, the whole is heated to reflux and stirring is continued overnight at reflux temperature. The reaction mixture is cooled and the solvent is evaporated. The residue is purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions are collected and the eluent is evaporated, yielding 32 parts (97%) of (phenylmethyl) 4-isothiocyanato-1-piperidinecarboxylate as a residue.

後処理

  1. temperatureUpon completion, the whole is heated
  2. temperatureto reflux
  3. temperatureat reflux temperature
  4. temperatureThe reaction mixture is cooled
  5. customthe solvent is evaporated
  6. customThe residue is purified by column-chromatography over silica gel
  7. customThe pure fractions are collected
  8. customthe eluent is evaporated

出典と根拠

ORDレコード
ord-7c3a7183c7274f93a55140b54c2686d8
出典データセット
uspto-grants-1980_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04219559

反応ノート

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