Formamide → N-formyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine

HRID 35695ノート

反応式

HRID 35695 の反応式
[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].[CH:16]([NH2:18])=[O:17]>C(O)=O>[CH:16]([NH:18][CH: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)[CH3:2])=[O:17]

参加物

4

反応物 2

HCID 713FormamideHCID 130831391-Acetyl-1-(3,4-dichlorophenyl)cyclobutane

生成物 1

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

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

反応条件

温度
180 °C

実験手順

1-Acetyl-1-(3,4-dichlorophenyl)cyclobutane (9.1 g) prepared as above, formamide (6.5 ml) and 98% formic acid (3 ml) were heated at 180° C. for sixteen hours to give N-formyl-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine. Concentrated hydrochloric acid (20 ml) was added and the mixture heated under reflux for three hours. The solution was then cooled, washed with ether and sodium hydroxide solution added. The product was extracted with ether, and the ether extract washed with water, dried and evaporated. 1-[1-(3,4-Dichlorophenyl)cyclobutyl]ethylamine (b.p. 112°-118° at 0.2 mm Hg) was isolated by distillation. The amine was dissolved in propan-2-ol and concentrated hydrochloric acid and the solution evaporated to dryness to give 1-[1-(3,4-dichlorophenyl)cyclobutyl]ethylamine hydrochloride (m.p. 185°-195° C.). (Formula I R1 =Me; R2,R3 and R4 =H; R5 =4--Cl; R6 =3--Cl).

出典と根拠

ORDレコード
ord-664bef448ab44b0f8c57ec63a46ed106
出典データセット
uspto-grants-1988_08
特許番号
US04767790

反応ノート

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