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2,6-Lutidine → Ethyl 4-(3-oxopropyl)piperidine-1-carboxylate

HRID 981620
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HRID 981620 반응식
Cl[C:2](=[O:16])[CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6]1.CC1C=CC=C(C)N=1.[H][H]>[Pd].O1CCCC1>[O:16]=[CH:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6]1
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참가 물질

6

반응물 3

HCID 79372,6-LutidineHCID 14989196Ethyl 4-(3-chloro-3-oxopropyl)-1-piperidinecarboxylateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 14989197Ethyl 4-(3-oxopropyl)piperidine-1-carboxylate수율 81%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028
Tetrahydrofuran
용매

실험 절차

A mixture of 102 parts of ethyl 4-(3-chloro-3-oxopropyl)-1-piperidinecarboxylate, 45 parts of 2,6-dimethylpyridine and 630 parts of tetrahydrofuran was hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was dissolved in 650 parts of dichloromethane. The solution was washed twice with 100 parts of a hydrochloric acid solution 5% and twice with 100 parts of water, dried, filtered and evaporated. The residue was distilled, yielding 71.1 parts (81%) of ethyl 4-(3-oxopropyl)-1-piperidinecarboxylate; bp. 130°-135° C. at 133 Pa (int. 46).

후처리

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in 650 parts of dichloromethane
  4. washThe solution was washed twice with 100 parts of a hydrochloric acid solution 5% and twice with 100 parts of water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. distillationThe residue was distilled

출처 및 근거

ORD 기록
ord-6f9cfcbc5b7245a98c8b13d5bf7c7978
출처 데이터셋
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04992433

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