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Methyl chloroformate → Methyl 3-methyl-5,6,7,8-tetrahydroquinoline-8-carboxylate

HRID 482979
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HRID 482979 반응식
[Li][C:2]1([Si](C)(C)C)[C:11]2[N:10]=[CH:9][C:8]([CH3:12])=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1.Cl[C:18]([O:20][CH3:21])=[O:19]>C1COCC1>[CH3:21][O:20][C:18]([CH:2]1[C:11]2[N:10]=[CH:9][C:8]([CH3:12])=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1)=[O:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6586Methyl chloroformateHCID 178506786HCID 178506786, 화합물

생성물 1

HCID 12278960Methyl 3-methyl-5,6,7,8-tetrahydroquinoline-8-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

8-Lithio-5,6,7,8-tetrahydro-3-methyl-8-trimethylsilylquinoline, prepared as in Example 3, is treated with 1 equivalent of methyl chloroformate in THF at -20° C. under nitrogen. After the addition the mixture is allowed to warm to ambient temperature and the solvent removed by evaporation. The residue is dissolved in 2NHCl and washed with ether basified with Na2CO3 and extracted with chloroform. The extracts are dried and evaporated. Distillation of the residue gives the title compound as a pale yellow oil bp 120°/0.25 mm.

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후처리

  1. additionAfter the addition the mixture
  2. customthe solvent removed by evaporation
  3. dissolutionThe residue is dissolved in 2NHCl and
  4. washwashed with ether
  5. extractionextracted with chloroform
  6. customThe extracts are dried
  7. customevaporated
  8. distillationDistillation of the residue

출처 및 근거

ORD 기록
ord-c6f3ec75ea354bae81334f56ac1b2248
출처 데이터셋
uspto-grants-1986_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04577022

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