Methanol → Ethyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

HRID 579781

반응식

HRID 579781 반응식
[OH:1][C:2]1([CH2:13][N+:14]([O-])=O)[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1.CO.[H][H]>[Pd].C(O)(=O)C>[NH2:14][CH2:13][C:2]1([OH:1])[CH2:3][CH2:4][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH2:7]1

참가 물질

6

반응물 3

HCID 887MethanolHCID 22708806Ethyl 4-hydroxy-4-(nitromethyl)-1-piperidinecarboxylateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 14049029Ethyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

A mixture of 73 parts of ethyl 4-hydroxy-4-(nitromethyl)-1-piperidinecarboxylate, 400 parts of methanol and 150 parts of acetic acid was hydrogenated in the Parr-apparatus 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. To the residue was added crushed ice and the whole was alkalized with potassium hydroxide. The aqueous phase was salted out with potassium carbonate and the product was extracted with benzene. The extract was dried, filtered and evaporated, yielding 63.5 parts of ethyl 4-(aminomethyl)-4-hydroxy-1-piperidinecarboxylate; mp. ±82° C. (intermediate 6).

후처리

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. additionTo the residue was added
  4. customcrushed ice
  5. extractionthe product was extracted with benzene
  6. customThe extract was dried
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-57e94454633f4bb884ce95040a1c1a8f
출처 데이터셋
uspto-grants-1988_06
특허 번호
US04749702

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