Hydrochloric Acid → o-(4'-Nitrobenzoylvinyl)benzoyl chloride

HRID 65606ノート

反応式

HRID 65606 の反応式
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([C:8](=[O:20])[CH2:9][CH:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:12](=O)[O:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].S(Cl)([Cl:25])=O.Cl>C1C=CC=CC=1>[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([C:8]([CH:9]=[CH:10][C:19]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:12]([Cl:25])=[O:11])=[O:20])=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 27313943-(4-Nitrophenacyl)Phthalide

生成物 1

HCID 86736186o-(4'-Nitrobenzoylvinyl)benzoyl chloride

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A 500 ml flask fitted with a reflux condenser was charged with 29.7 grams (0.1 mol) of 3-(4-nitrophenacyl)phthalide, 0.12 mol of freshly distilled thionyl chloride and 100 ml of benzene. The mixture was heated to reflux temperature on a steambath, and a clear solution formed on initiation of refluxing, with evolution of HCl. The evolution ceased after 1 hour, after which benzene and excess unreacted thionyl chloride were distilled off under reduced pressure. The residual solid in the flask was triturated with ligroin, filtered and dried to yield o-(4'-nitrobenzoylvinyl)benzoyl chloride, m.p. 133°-134° C. Analysis shows 59.4% carbon, 3.36% hydrogen, 4.56% nitrogen and 11.72% chlorine as against calculated values of 60.87%, 3.19%, 4.44% and 11.23% for C16H10ClNO4.

後処理

  1. customA 500 ml flask fitted with a reflux condenser
  2. temperatureThe mixture was heated
  3. temperatureto reflux temperature on a steambath
  4. customa clear solution formed on initiation
  5. distillationafter which benzene and excess unreacted thionyl chloride were distilled off under reduced pressure
  6. customThe residual solid in the flask was triturated with ligroin
  7. filtrationfiltered
  8. customdried

出典と根拠

ORDレコード
ord-c46fb3716a394ea989f4752f3cba4610
出典データセット
uspto-grants-1978_12
特許番号
US04128576

反応ノート

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