2-Bromopropane → 4-(Methoxymethyl)-N-phenyl-1-(propan-2-yl)piperidin-4-amine

HRID 1448333노트

반응식

HRID 1448333 반응식
Br[CH:2]([CH3:4])[CH3:3].[CH3:5][O:6][CH2:7][C:8]1([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.C(N(CC)CC)C>CN(C)C(=O)C>[CH3:5][O:6][CH2:7][C:8]1([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:13][CH2:12][N:11]([CH:2]([CH3:4])[CH3:3])[CH2:10][CH2:9]1

참가 물질

5

반응물 3

HCID 63582-BromopropaneHCID 8471TriethylamineHCID 183199324-(Methoxymethyl)-N-phenylpiperidin-4-amine

생성물 1

HCID 233390404-(Methoxymethyl)-N-phenyl-1-(propan-2-yl)piperidin-4-amine수율 42.6%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

A mixture of 10 parts of 2-bromopropane, 9 parts of 4-(methoxymethyl)-N-phenyl-4-piperidinamine, 4.9 parts of N,N-diethylethanamine and 72 parts of N,N-dimethylacetamide is stirred and refluxed for 10.25 hours. After cooling, the formed N,N-diethylethanamine hydrobromide is filtered off and the filtrate is diluted with water. The product is extracted with methylbenzene. The extract is washed thoroughly with water, dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10) as eluent. The pure fractions are collected and the eluent is evaporated, yielding 5.7 parts (42.6%) of 4-(methoxymethyl)-1-(1-methylethyl)-N-phenyl-4-piperidinamine as an oily residue.

후처리

  1. temperaturerefluxed for 10.25 hours
  2. temperatureAfter cooling
  3. filtrationthe formed N,N-diethylethanamine hydrobromide is filtered off
  4. additionthe filtrate is diluted with water
  5. extractionThe product is extracted with methylbenzene
  6. washThe extract is washed thoroughly with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue is purified by column-chromatography over silica gel using
  11. additiona mixture of trichloromethane and methanol (90:10) as eluent
  12. customThe pure fractions are collected
  13. customthe eluent is evaporated

출처 및 근거

ORD 기록
ord-32d1c8687e904c7d82c4e93e40fc4e4f
출처 데이터셋
uspto-grants-1979_12
특허 번호
US04179569

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