Hydrochloric Acid → 4-Chloro-2-carboxyphenylacetonitrile

HRID 647418

반응식

HRID 647418 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][O:7][C:8]2=[O:9])=[CH:4][CH:3]=1.[C-:12]#[N:13].[K+].Cl>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:12]#[N:13])=[C:10]([C:8]([OH:7])=[O:9])[CH:11]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 71741656-Chloro-3H-isobenzofuran-1-one

생성물 1

HCID 126032044-Chloro-2-carboxyphenylacetonitrile수율 73.3%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
180 °C

실험 절차

A mixture of 6-chlorophthalide (2.0 g) and potassium cyanide (2.0 g) was stirred at a temperature of 180° C. for a period of 4 hours. The solid was cooled, dissolved in water and the solution was acidified with concentrated hydrochloric acid. The dark brown solid was collected, washed with water and dried. The crude solid was dissolved in ethyl acetate, the solution was treated with charcoal, filtered, and the solvent was evaporated to give 4-chloro-2-carboxyphenylacetonitrile (1.70 g) as pale yellow crystals mp 120° C.

후처리

  1. temperatureThe solid was cooled
  2. customThe dark brown solid was collected
  3. washwashed with water
  4. customdried
  5. dissolutionThe crude solid was dissolved in ethyl acetate
  6. additionthe solution was treated with charcoal
  7. filtrationfiltered
  8. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-c2956ed37b054290b05212aa42a30c0c
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04409017

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