Thionyl Chloride → Fluorocinnamoyl chloride

HRID 609524노트

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HRID 609524 반응식
[F:1][C:2](=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3](O)=[O:4].S(Cl)([Cl:15])=O>ClCCl>[F:1][C:2](=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([Cl:15])=[O:4]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 98321Fluorocinnamic acid

생성물 1

HCID 54157638Fluorocinnamoyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

Fluorocinnamic acid (10 g, 0.06 mole) was dissolved in dichloromethane, and 8.59 g (0.07 mole) of thionylchloride was added dropwise to the solution. After the acid dissolved and the solution appeared clear, the reaction mixture was maintained at about 50° C. for 1 hour. The solvent and unreacted thionylchloride were removed at a reduced pressure and further the solvent was completely removed at a high vacuum pressure to give fluorocinnamoyl chloride. The fluorocinnamoyl chloride was dissolved in dried dichloromethane. A mixture of polyhydroxystyrene having a molecular weight of 22,000 and 6.07 g (0.06 mole) of triethylamine was dissolved in dichloromethane and a small amount of tetrahydrofuran. To this solution, the fluorocinnamoyl chloride solution was added dropwise while the temperature was maintained at 0° C. After keeping for 1 day, the resulting solution was washed with water to remove the solvent and amine salt. Polyhydroxystyrenylfluorocinnamate was obtained.

후처리

  1. dissolutionAfter the acid dissolved
  2. customThe solvent and unreacted thionylchloride were removed at a reduced pressure
  3. customfurther the solvent was completely removed at a high vacuum pressure

출처 및 근거

ORD 기록
ord-39229b38af1d449abe694f37fec05bee
출처 데이터셋
uspto-grants-1999_12
특허 번호
US05998101

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