Water → 1,3-Propanediamine, 1-[2-(trifluoromethyl)phenyl]-

HRID 2059213ノート

反応式

HRID 2059213 の反応式
B.[NH2:2][C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([F:16])([F:15])[F:14])=[CH:4][C:5]#[N:6].O>O1CCCC1.CCOCC>[F:14][C:13]([F:15])([F:16])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH:3]([NH2:2])[CH2:4][CH2:5][NH2:6]

参加物

6

反応物 3

HCID 962WaterHCID 6331BoraneHCID 70507151beta-Amino-2-trifluoromethylcinnamonitrile

生成物 1

HCID 130345471,3-Propanediamine, 1-[2-(trifluoromethyl)phenyl]-収率 21.7%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Sixty (60) ml of 1 molar borane in tetrahydrofuran is added to a solution of 7.6 g of β-amino-2-trifluoromethylcinnamonitrile (prepared according to Preparation D, Part 1) in 100 ml of ether. The mixture is stirred at room temperature overnight, then treated with 10 ml of water, and stirred for 45 minutes. The resulting mixture is concentrated under reduced pressure and 200 ml of isopropanol and 80 ml of 20% hydrochloric acid are added thereto. This mixture is refluxed for 2 hours, then concentrated to a small volume. The residue is made alkaline by addition of excess of 20% sodium hydroxide and is extracted 3 times with methylene chloride. The extracts are combined, concentrated and distilled to give 1.7 g of 1-(2-trifluoromethylphenyl)-1,3-propanediamine, bp 73°-77° C./0.1 mm.

後処理

  1. stirringstirred for 45 minutes
  2. concentrationThe resulting mixture is concentrated under reduced pressure and 200 ml of isopropanol and 80 ml of 20% hydrochloric acid
  3. additionare added
  4. temperatureThis mixture is refluxed for 2 hours
  5. concentrationconcentrated to a small volume
  6. additionby addition of excess of 20% sodium hydroxide
  7. extractionis extracted 3 times with methylene chloride
  8. concentrationconcentrated
  9. distillationdistilled

出典と根拠

ORDレコード
ord-6f55306f23b341adb340c1fab19e3f10
出典データセット
uspto-grants-1982_03
特許番号
US04322421

反応ノート

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