Ethylamine hydrochloride → [2-(4-Bromophenyl)-1-methylethyl]ethylamine hydrochloride

HRID 429817

반응식

HRID 429817 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=O)[CH3:10])=[CH:4][CH:3]=1.[ClH:12].[CH2:13]([NH2:15])[CH3:14].C([BH3-])#N.[Na+]>CO>[ClH:12].[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:15][CH2:13][CH3:14])[CH3:10])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 11198Ethylamine hydrochlorideHCID 7363321-(4-Bromophenyl)propan-2-oneHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 69143668[2-(4-Bromophenyl)-1-methylethyl]ethylamine hydrochloride수율 58%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
22 °C

실험 절차

A mixture of 1-(4-bromophenyl)propan-2-one (5 grams, 23.5 mmole), ethylamine hydrochloride (19 grams, 0.23 mole) and sodium cyanoborohydride (2.22 grams, 0.035 mole) in methanol (100 ml) was stirred at 22° C. for 16 hours. The mixture was concentrated under reduced pressure and the residue was partitioned between 1.0N sodium hydroxide (25 ml) and ethyl ether (60 ml). The organic phase was dried (anhydrous magnesium sulfate) and concentrated under reduced pressure. The oily base was converted to the hydrochloride salt and recrystallized from ethanol/ethyl ether to give [2-(4-bromophenyl)-1-methylethyl]ethylamine hydrochloride (3.8 grams, 58%), m.p. 175-176° C.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue was partitioned between 1.0N sodium hydroxide (25 ml) and ethyl ether (60 ml)
  3. dry with materialThe organic phase was dried (anhydrous magnesium sulfate)
  4. concentrationconcentrated under reduced pressure
  5. customrecrystallized from ethanol/ethyl ether

출처 및 근거

ORD 기록
ord-fcb6088ab32a4c7fa2a2c3671e35812f
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06319920B1

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