2,5-Dichlorobenzoic acid → 3-Chloro-6-(3,5-diisopropylphenoxy)benzoic Acid

HRID 1733405

反応式

HRID 1733405 の反応式
Cl[C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:12]([C:15]1[CH:16]=[C:17]([OH:24])[CH:18]=[C:19]([CH:21]([CH3:23])[CH3:22])[CH:20]=1)([CH3:14])[CH3:13].[H-].[Na+]>C1(C)C(C)=CC=CC=1>[Cl:11][C:8]1[CH:7]=[C:3]([C:2]([O:24][C:17]2[CH:18]=[C:19]([CH:21]([CH3:22])[CH3:23])[CH:20]=[C:15]([CH:12]([CH3:14])[CH3:13])[CH:16]=2)=[CH:10][CH:9]=1)[C:4]([OH:6])=[O:5]

参加物

5

反応物 3

HCID 57842,5-Dichlorobenzoic acidHCID 24758Sodium hydrideHCID 931043,5-Bis(1-methylethyl)phenol

生成物 1

HCID 202989673-Chloro-6-(3,5-diisopropylphenoxy)benzoic Acid収率 49.4%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

2,5-dichlorobenzoic acid (5 g) and 3,5-diisopropylphenol (4.66 g) were dissolved in dry xylene and the solution placed under dry oxygen-free nitrogen. Sodium hydride (1.25 g) was added as a suspension in petroleum ether. Cuprous bromide was added and the solution refluxed for 5 hours and cooled. The xylene was removed by low pressure distillation. The remaining solid was acidified with dilute hydrochloric acid and extracted with diethyl ether. The ethereal layer was separated, dried and distilled under low pressure to give an oil. The oil was dissolved in petroleum ether (30°-40° ). Standing gave a crystalline solid, which was recrystallised from hexane to give the title compound (4.3 g), mp 129°-130° C.

後処理

  1. temperaturethe solution refluxed for 5 hours
  2. temperaturecooled
  3. customThe xylene was removed by low pressure distillation
  4. extractionextracted with diethyl ether
  5. customThe ethereal layer was separated
  6. customdried
  7. distillationdistilled under low pressure
  8. customto give an oil
  9. customStanding gave a crystalline solid, which
  10. customwas recrystallised from hexane

出典と根拠

ORDレコード
ord-c41674c889ed47979e95692495323db8
出典データセット
uspto-grants-1980_12
特許番号
US04242121

関連ノート

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