Thionyl Chloride → 2-Azidomethylphenylacetyl Chloride

HRID 1111787노트

반응식

HRID 1111787 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 227677832-Azidomethylphenylacetyl Chloride

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d3f0b4bafb0a44399b1e4a96ff576d5c
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04118563

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