Hydrochloric Acid → 2-Chloro-4-(2,2-dichlorovinyl)phenol

HRID 1960097ノート

反応式

HRID 1960097 の反応式
[Al].[Pb](Br)Br.Cl.[Cl:6][C:7]1[CH:12]=[C:11]([CH:13](O)[C:14](Cl)([Cl:16])[Cl:15])[CH:10]=[CH:9][C:8]=1[OH:19]>CO>[Cl:6][C:7]1[CH:12]=[C:11]([CH:13]=[C:14]([Cl:16])[Cl:15])[CH:10]=[CH:9][C:8]=1[OH:19]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24831Lead (II) bromideHCID 5359268AluminumHCID 687440322-Chloro-4-(2,2,2-trichloro-1-hydroxyethyl)phenol

生成物 1

HCID 140740612-Chloro-4-(2,2-dichlorovinyl)phenol収率 87%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Aluminium (3.64 g, 0.089 mol), leadbromide (2.23 g, 0.0089 mol) and 36% HCl (15.13 ml, 0.178 mol) were added to 200 ml of methanol, the mixture was stirred, and 2-chloro-4-(2,2,2-trichloro-1-hydroxyethyl)phenol (24.55 g, 0.089 mol) obtained in Step 1 was added thereto. The mixture was stirred at 60° C. for 4 hours. The solvent was removed therefrom under a reduced pressure. Ice was added to the reaction mixture and resulting mixture was washed three times with n-hexane and ether (1:1). The organic layer was dried over anhydrous magnesium sulfate, filtered and distilled under a reduced pressure. The resulting residue was subjected to column chromatography (ethyl acetate:n-hexane=1:4) to obtain the title compound (17.3 g, 87%).

後処理

  1. stirringThe mixture was stirred at 60° C. for 4 hours
  2. customThe solvent was removed
  3. additionIce was added to the reaction mixture
  4. customresulting mixture
  5. washwas washed three times with n-hexane and ether (1:1)
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. distillationdistilled under a reduced pressure

出典と根拠

ORDレコード
ord-0fe52646476b4edb9cdb727b9a8fe483
出典データセット
uspto-grants-2013_04
特許番号
US08410302B2

反応ノート

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