Hydrochloric Acid → 3-Chloro-4-cyclohexylcinnamic acid

HRID 26562

반응식

HRID 26562 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)[CH:5]=O.C(O)(=O)[CH2:17][C:18]([OH:20])=[O:19].N1CCCCC1.Cl>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)[CH:5]=[CH:17][C:18]([OH:20])=[O:19]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 867Malonic Acid2회HCID 8082PiperidineHCID 107277773-Chloro-4-cyclohexylbenzaldehyde

생성물 1

HCID 542933553-Chloro-4-cyclohexylcinnamic acid

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3-Chloro-4-cyclohexylbenzaldehyde (0.1 mole), malonic acid (0.2 moles), and dry pyridine (175 ml) are placed in a 1 l round-bottom flask. The malonic acid is dissolved by shaking on a steam bath and piperidine (0.5 ml) is added. The reaction is allowed to take place on the steam bath for 4 hours. After standing at room temperature overnight, the mixture is refluxed for 1 hour and cooled. The reaction mixture is poured into 250 ml of ice water and acidified with concentrated hydrochloric acid (80 ml) with stirring. The crystals of product are collected by filtration, washed with water (4× 150 ml) and air dried. Recrystallization from acetone-water gives 3-chloro-4-cyclohexylcinnamic acid.

후처리

  1. customfor 4 hours
  2. temperaturethe mixture is refluxed for 1 hour
  3. temperaturecooled
  4. stirringwith stirring
  5. filtrationThe crystals of product are collected by filtration
  6. washwashed with water (4× 150 ml) and air
  7. customdried
  8. customRecrystallization from acetone-water

출처 및 근거

ORD 기록
ord-3d9256a617834f628b42d114deddc829
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150148

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