Hydrochloric Acid → HCID 68862180, compound

HRID 384590Notes

Reaction equation

HRID 384590 reaction equation
[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:10](Cl)(=[O:14])[CH:11]([CH3:13])[CH3:12].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClC1C=CC=CC=1Cl>[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7666Phenethyl bromideHCID 62325Isobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 68862180HCID 68862180, compoundYield 108.9%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Conditions

Temperature
0 °C

Procedure

2-Bromoethylbenzene (10.0 g, 0.0540 mol) is mixed with 6.6 g (0.062 mol) of isobutyryl chloride and 100 ml of 1,2-dichlorobenzene. The mixture is cooled internally to 0° C., and 9.4 g (0.070 mol) of aluminum chloride is added portion wise over 3 hours while keeping the reaction mixture at 0-5° C. The reaction mixture is stirred overnight, then poured into a mixture of ice and concentrated hydrochloric acid. After stirring for 30 minutes, the organic layer is washed with dilute hydrochloric acid, sodium bicarbonate solution, and water, then dried over sodium sulfate and concentrated to give 15.0 g of crude 1-[4-(2-bromoethyl)phenyl]-2-methylpropan-1-one.

Workup

  1. customat 0-5° C
  2. stirringAfter stirring for 30 minutes
  3. washthe organic layer is washed with dilute hydrochloric acid, sodium bicarbonate solution, and water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-63a432c71b014242bfecca58ef76ea21
Source dataset
uspto-grants-2013_02
Patent number
US08367743B2

Reaction notes

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