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

HRID 443875노트

반응식

HRID 443875 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aaec4ba50968416f8157441c241f4db4
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04261995

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