Phenylethanolamine → N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2-hydroxy-2-phenylethanamine

HRID 434377노트

반응식

HRID 434377 반응식
[OH:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][NH2:4].[C:11]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22](=O)[CH3:23])=[CH:17][CH:16]=1)([O:13][CH3:14])=[O:12].CCOCC>C(O)C.[Pd]>[C:11]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH:22]([NH:4][CH2:3][CH:2]([OH:1])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH3:23])=[CH:17][CH:16]=1)([O:13][CH3:14])=[O:12]

참가 물질

6

반응물 3

HCID 1000PhenylethanolamineHCID 3283Diethyl EtherHCID 11137970Methyl 4-(2-oxopropyl)benzoate

생성물 1

HCID 6917725N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2-hydroxy-2-phenylethanamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 2-hydroxy-2-phenylethanamine (17.7 g) and 1-(4-carbomethoxyphenyl) propan-2-one (24.8 g) in ethanol (300 ml) was refluxed for one hour. When cooled, 10% Pd/C (1.0 g) was added and the mixture was hydrogenated on a Parr Hydrogenator at 60° and 60 psi for six hours. The mixture was filtered and the filtrate was evaporated to an oil which was taken up in methanol (75 ml). The solution was allowed to stand at 4° to give crystals (Batch 1). Ether (75 ml) was added to the mother liquors to obtain subsequent crops (Batches 2 & 3). The mother liquors were evaporated to an oil, which was crystallised from ether (Batch 4).

후처리

  1. temperaturewas refluxed for one hour
  2. temperatureWhen cooled
  3. customwas hydrogenated on a Parr Hydrogenator at 60°
  4. filtrationThe mixture was filtered
  5. customthe filtrate was evaporated to an oil which
  6. customto stand at 4°
  7. customto give crystals (Batch 1)
  8. customto obtain subsequent crops (Batches 2 & 3)
  9. customThe mother liquors were evaporated to an oil, which
  10. customwas crystallised from ether (Batch 4)

출처 및 근거

ORD 기록
ord-995f7563b6c844b0836fa583cba53dd3
출처 데이터셋
uspto-grants-1983_08
특허 번호
US04396627

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