Hydrochloric Acid → HCID 14847547, compound

HRID 326960Notes

Reaction equation

HRID 326960 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[Cl-].[Al+3].[Cl-].[Cl-].[C:27](Cl)(=[O:29])[CH3:28].Cl>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([C:17]2[CH:18]=[CH:19][C:20]([C:27](=[O:29])[CH3:28])=[CH:21][CH:22]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 105187253-Fluoro-4-octyloxybiphenyl

Product 1

HCID 14847547HCID 14847547, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a reactor were placed 141 g of 3-fluoro-4-octyloxybiphenyl and 400 ml of methylene chloride, to which was gradually added 94 g of anhydrous aluminum chloride at 0° C. or less under stirring and then was added dropwise 56 g of acetylchloride. After completion of dropwise addition, the mixture was stirred for 6 hours while increasing the temperature. The reaction solution was added to dilute hydrochloric acid, and the organic layer was washed with water and dehydrated over Glauber's salt. Subsequently, the solvent was distilled off. The remaining fraction was recrystallized with chloroform, to obtain 3-fluoro-4-octyloxy-4'-acetylbiphenyl.

Workup

  1. customIn a reactor were placed
  2. customat 0° C. or less
  3. additionAfter completion of dropwise addition
  4. stirringthe mixture was stirred for 6 hours
  5. temperaturewhile increasing the temperature
  6. washthe organic layer was washed with water
  7. distillationSubsequently, the solvent was distilled off
  8. customThe remaining fraction was recrystallized with chloroform

Sources & evidence

ORD record
ord-af15f7e658b747f5ad6e14dde0274ab4
Source dataset
uspto-grants-1993_12
Patent number
US05271867

Reaction notes

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