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

HRID 429817

反応式

HRID 429817 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
22 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fcb6088ab32a4c7fa2a2c3671e35812f
出典データセット
uspto-grants-2001_11
特許番号
US06319920B1

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