Thionyl Chloride → 2-Azidomethylphenylacetyl Chloride

HRID 1111787ノート

反応式

HRID 1111787 の反応式
[N:1]([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([OH:14])=O)=[N+:2]=[N-:3].S(Cl)([Cl:17])=O>CN(C)C=O.C(Cl)Cl>[N:1]([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([Cl:17])=[O:14])=[N+:2]=[N-:3]

参加物

5

反応物 2

HCID 24386Thionyl ChlorideHCID 3016229(2-(Azidomethyl)phenyl)acetic acid

生成物 1

HCID 227677832-Azidomethylphenylacetyl Chloride

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

2-Azidomethylphenylacetic acid (19.1 g., 0.1 mole) was dissolved in 800 ml. of methylene chloride. To this solution was added slowly thionyl chloride (26 g., 0.2 mole) and 0.5 ml. of dimethylformamide as catalyst. The reaction mixture was heated at reflux temperature under nitrogen atmosphere for 1 hour. The methylene chloride solution was concentrated with the aid of vacuum and the residue oil (checked by IR spectroscopy-carboxyl 1800 cm-1 and azido group at 2010 cm-1) was picked up in 100 ml. of acetone and placed into a dropping funnel for use directly in the subsequent acylation reaction.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature under nitrogen atmosphere for 1 hour
  3. concentrationThe methylene chloride solution was concentrated with the aid of vacuum
  4. customof acetone and placed into a dropping funnel for use directly in the subsequent acylation reaction

出典と根拠

ORDレコード
ord-d3f0b4bafb0a44399b1e4a96ff576d5c
出典データセット
uspto-grants-1978_10
特許番号
US04118563

反応ノート

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