Formic Acid → 1-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine

HRID 365635노트

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HRID 365635 반응식
[C:1]([C:4]1([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH2:7][CH2:6][CH2:5]1)(=O)[CH3:2].C([NH2:18])=O.C(O)=O.Cl>C(NC(C1(C2C=CC(Cl)=C(Cl)C=2)CCC1)C)=O>[Cl:15][C:10]1[CH:9]=[C:8]([C:4]2([CH:1]([NH2:18])[CH3:2])[CH2:7][CH2:6][CH2:5]2)[CH:13]=[CH:12][C:11]=1[Cl:14]

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 713FormamideHCID 130831391-Acetyl-1-(3,4-dichlorophenyl)cyclobutane

생성물 1

HCID 130831401-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine

시약·촉매·용매 1

HCID 23292610N-formyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine용매

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온도
180 °C

실험 절차

The 1-acetyl-1-(3,4-dichlorophenyl)cyclobutane (9,1 g) prepared above, formamide (6.5 ml) and 98% formic acid (3 ml) were heated at 180° C. for 16 hours to result in N-formyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine. Concentrated hydrochloric acid (20 ml) was added, and the mixture was refluxed for 3 hours. The solution was then cooled and washed with ether, and sodium hydroxide solution was added. The product was extracted with ether, and the ether extract was washed with water, dried and evaporated. 1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine was isolated by distillation (boiling point: 112 to 118° C. under 0.27 mbar). The amine was dissolved in 2-propanol and concentrated hydrochloric acid, and the solution was evaporated to dryness to result in 1-[1-(3,4-dichlorophenyl)cyclobutyl]-ethylamine.hydrochloride (melting point: 185 to 195° C.). (Formula III: n=0; R1 =methyl; R2, R3 and R4 =H; R5 =4-Cl; R6 =3-Cl).

후처리

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureThe solution was then cooled
  3. washwashed with ether, and sodium hydroxide solution
  4. additionwas added
  5. extractionThe product was extracted with ether
  6. extractionthe ether extract
  7. washwas washed with water
  8. customdried
  9. customevaporated

출처 및 근거

ORD 기록
ord-cd6ee8efb3684bc1bd151c0b565cd0de
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127424

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