Diethylamine → Diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride

HRID 1833421

反応式

HRID 1833421 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:16][C:13]([CH2:14][Cl:15])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18]>C1C=CC=CC=1>[ClH:15].[CH2:17]([N:19]([CH2:20][CH3:21])[CH2:14][C:13]1[O:16][C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:11][CH:12]=1)[CH3:18]

参加物

4

反応物 2

HCID 8021DiethylamineHCID 152120842-(Chloromethyl)-5-(4-nitrophenyl)furan

生成物 1

HCID 21389362Diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride収率 73%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution of 47 g (0.20 mole) of 5-(4-nitrophenyl)furfuryl chloride and 58 g (0.80 mole) of diethylamine in 250 ml of benzene was heated under reflux for 8 hrs. After cooling to room temperature, the solid diethylamine hydrochloride (28 g, 95%) was collected by filtration and discarded. The filtrate was washed with 10% aqueous Na2CO3 and water and dried over MgSO4. The solvent was removed on a rotary evaporator, and the residual oil was dissolved in 250 ml of anhydrous ether and 50 ml of absolute methanol. The solution was treated with hydrogen chloride, and the solid which was deposited was collected by filtration to give 45 g (73%) of diethyl[5-(4-nitrophenyl)furfuryl]amine hydrochloride. Recrystallization from CH3NO2 gave an analytical sample, m.p. 220°-237° (dec.).

後処理

  1. temperatureunder reflux for 8 hrs
  2. filtrationthe solid diethylamine hydrochloride (28 g, 95%) was collected by filtration
  3. washThe filtrate was washed with 10% aqueous Na2CO3 and water
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed on a rotary evaporator
  6. dissolutionthe residual oil was dissolved in 250 ml of anhydrous ether
  7. additionThe solution was treated with hydrogen chloride
  8. filtrationthe solid which was deposited was collected by filtration

出典と根拠

ORDレコード
ord-d3a0c711bcfb4dc3a8b909bb71c72b55
出典データセット
uspto-grants-1978_01
特許番号
US04066672

関連ノート

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