Hydrochloric Acid → HCID 66790037, compound

HRID 1929446Notes

Reaction equation

HRID 1929446 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:10])=[C:6]([CH:9]=1)[CH2:7][OH:8].N1C=CC=CC=1.[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl>C(Cl)(Cl)Cl>[C:17]([O:8][CH2:7][C:6]1[CH:9]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[Cl:10])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7412Benzoyl chlorideHCID 5074766(5-Bromo-2-chlorophenyl)methanol

Product 1

HCID 66790037HCID 66790037, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 5-bromo-2-chlorobenzylalcohol (1.0 g) and pyridine (0.44 mL) in chloroform (40 mL) was added benzoyl chloride (0.58 mL) under ice-cooling, and the mixture was stirred at room temperature overnight. To the reaction mixture was added 1N HCl under ice-cooling, and the mixture was extracted with chloroform. The organic layer was washed successively with water, an aqueous saturated sodium hydrogencarbonate solution and brine, dried over magnesium sulfate and concentrated in vacuo. The resultant residue was triturated with diisopropylether to give 5-bromo-2-chlorobenzyl benzoate (753 mg) as a colorless powder.

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. extractionthe mixture was extracted with chloroform
  4. washThe organic layer was washed successively with water
  5. dry with materialan aqueous saturated sodium hydrogencarbonate solution and brine, dried over magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe resultant residue was triturated with diisopropylether

Sources & evidence

ORD record
ord-314da350627246abab14a99bf2a7d8fd
Source dataset
uspto-grants-2012_05
Patent number
US08188073B2

Reaction notes

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