Hydrochloric Acid → 3-Chloro-4-cyclohexylcinnamic acid

HRID 26562

反応式

HRID 26562 の反応式
[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]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 867Malonic Acid2 回HCID 8082PiperidineHCID 107277773-Chloro-4-cyclohexylbenzaldehyde

生成物 1

HCID 542933553-Chloro-4-cyclohexylcinnamic acid

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3d9256a617834f628b42d114deddc829
出典データセット
uspto-grants-1979_04
特許番号
US04150148

関連ノート

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