Formic Acid → 1-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine
反応式
[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]参加物
反応条件
- 温度
- 180 °C
実験手順
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).
後処理
- temperaturethe mixture was refluxed for 3 hours
- temperatureThe solution was then cooled
- washwashed with ether, and sodium hydroxide solution
- additionwas added
- extractionThe product was extracted with ether
- extractionthe ether extract
- washwas washed with water
- customdried
- customevaporated
出典と根拠
- ORDレコード
- ord-cd6ee8efb3684bc1bd151c0b565cd0de
- 出典データセット
- uspto-grants-2000_10
- 特許番号
- US06127424
反応ノート
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