Hydrochloric Acid → 1-Butyryl-1-(4-chlorophenyl)cyclobutane

HRID 35699ノート

反応式

HRID 35699 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]#N)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl[C:15]1C=C(C2(C#N)CCC2)C=[CH:19][C:20]=1Cl.[Mg].C(Br)CC.Cl.CC[O:36]CC>O1CCCC1>[C:12]([C:8]1([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:11][CH2:10][CH2:9]1)(=[O:36])[CH2:15][CH2:20][CH3:19]

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether3 回HCID 78401-BromopropaneHCID 986211-(4-Chlorophenyl)cyclobutanecarbonitrileHCID 5462224MagnesiumHCID 108571341-(3,4-Dichlorophenyl)-1-cyclobutane-carbonitrile

生成物 1

HCID 130833671-Butyryl-1-(4-chlorophenyl)cyclobutane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1-(4-Chlorophenyl)-1-cyclobutanecarbonitrile (15 g) prepared in a similar manner to the 1-(3,4-dichlorophenyl)cyclobutanecarbonitrile of Example 1 in dry ether (50 ml) was added to the product of the reaction between magnesium turnings (3.18 g) and propyl bromide (15.99 g) in dry ether (50 ml). The ether was replaced by tetrahydrofuran and the mixture heated with stirring under reflux for eighteen hours. The mixture was cooled and ice and then concentrated hydrochloric acid (52 ml) added. The resulting mixture was stirred under reflux for ten hours and extracted with ether. The ether extract yielded a residue from which 1-butyryl-1-(4-chlorophenyl)cyclobutane (b.p. 106°-108°/0.3 mm Hg) was distilled.

後処理

  1. temperaturethe mixture heated
  2. temperatureunder reflux for eighteen hours
  3. temperatureThe mixture was cooled
  4. stirringThe resulting mixture was stirred
  5. temperatureunder reflux for ten hours
  6. extractionextracted with ether
  7. extractionThe ether extract

出典と根拠

ORDレコード
ord-6f8933fba88e466eb7e9c768e979dc7a
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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