Tetrahydrofuran → Phenylmethyl 4-[[(phenylmethyl)amino]methyl]-1-piperidinecarboxylate

HRID 1457611노트

반응식

HRID 1457611 반응식
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:12]1[CH2:17][CH2:16][CH:15]([CH2:18][NH:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:14][CH2:13]1.C(N(CC)CC)C.C1COCC1>O>[CH2:1]([O:8][C:9]([N:12]1[CH2:13][CH2:14][CH:15]([CH2:18][NH:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:17]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 16004294N-(Phenylmethyl)-4-piperidinemethanamine

생성물 1

HCID 22099453Phenylmethyl 4-[[(phenylmethyl)amino]methyl]-1-piperidinecarboxylate수율 50%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Under ice-cooling, 3.46 g of benzyloxycarbonyl chloride was added dropwise to a mixed solution of 4.15 g of N-(4-piperidylmethyl)-N-benzylamine, 2.10 g of triethylamine and 200 ml of THF. After stirring the mixture at the same temperature for 3 hours and then at room temperature for 2 hours, water was added to the mixture and the mixture was extracted with ethyl acetate. The extract was washed and dried, and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent; chloroform:methanol=19:1) to give 3.41 g of N-(1-benzyloxycarbonylpiperidin-4-ylmethyl)-N-benzylamine (yield: 50%, IR: 1702 cm-1).

후처리

  1. temperatureUnder ice-cooling
  2. waitat room temperature for 2 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed
  5. customdried
  6. customthe solvent was removed under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (solvent; chloroform:methanol=19:1)

출처 및 근거

ORD 기록
ord-ef52abcfdcbe4472953f7438bd2c445b
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05849732

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