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

HRID 1856550
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HRID 1856550 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10387Benzyl chloroformateHCID 118065461-benzyl-4-isothiocyanatopiperidine

생성물 1

HCID 54305212(Phenylmethyl) 4-isothiocyanato-1-piperidinecarboxylate수율 97%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7c3a7183c7274f93a55140b54c2686d8
출처 데이터셋
uspto-grants-1980_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04219559

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