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Dimethylformamide → Ethyl 4-(chlorocarbonyl)-1-piperidinecarboxylate

HRID 1377154
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HRID 1377154 반응식
[C:1]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:6][CH2:5]1)(O)=[O:2].CN(C)C=O.S(Cl)([Cl:22])=O>C1(C)C=CC=CC=1>[Cl:22][C:1]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:6][CH2:5]1)=[O:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 66188861-(Ethoxycarbonyl)-4-piperidinecarboxylic Acid

생성물 1

HCID 11096122Ethyl 4-(chlorocarbonyl)-1-piperidinecarboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
70 °C

실험 절차

A solution of 578.2 g of 4-carboxy-1-ethoxycarbonylpiperidine in 1200 ml of toluene is treated firstly with 1.0 g of N,N-dimethylformamide and then, at from 68° to 70° C. and within the space of 2 hours, with 369.0 g of thionyl chloride. The mixture is subsequently stirred at 70° C. for a further 30 min, after which the toluene is distilled off in vacuo and the residue is then degassed at RT for approximately 30 min under HV. This results in the title compound in the form of a weakly yellow oil [IR (Film): 2960, 2870, 1790, 1695, 1470, 1435, 1300, 1230, 1130, 960, 765 cm-1 ]. The product distils without decomposition at a m.p. of 96°-98° C. (0.08-0.09 Torr).

후처리

  1. customat from 68° to 70° C.
  2. customwithin the space of 2 hours
  3. distillationafter which the toluene is distilled off in vacuo
  4. customthe residue is then degassed at RT for approximately 30 min under HV

출처 및 근거

ORD 기록
ord-ff66d6f0e52c46eaab2028603259ce82
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05663200

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