Bromoacetyl bromide → HCID 19022676, compound

HRID 1034409Notes

Reaction equation

HRID 1034409 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Br:17])=[O:10].C(=O)(O)[O-].[Na+].[Br:23][CH2:24][C:25](Br)=[O:26]>C(Cl)Cl>[Br:23][CH2:24][C:25]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9](=[O:10])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Br:17])=[O:26]

Participants

5

Reactant 3

HCID 61147Bromoacetyl bromideHCID 516892Sodium BicarbonateHCID 10493986HCID 10493986, compound

Product 1

HCID 19022676HCID 19022676, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2.95 g (10 mmol) of (2-amino-5-fluorophenyl)(2-bromophenyl)methanone in 50 mL of methylene chloride was layered with 50 mL of saturated sodium bicarbonate solution. Bromoacetyl bromide, 1.35 mL (15 mmol) was added to the organic layer and the mixture was stirred at room temperature for 15 minutes. The organic layer was separated, dried and evaporated. The residue was crystallized from ether/hexane to yield 3.85 g of product having the above formula with m.p. 110°-114° C. For analysis, a sample of product was recrystallized from ether/hexane to leave colorless crystals with m.p. 113°-115° C.

Workup

  1. customThe organic layer was separated
  2. customdried
  3. customevaporated
  4. customThe residue was crystallized from ether/hexane

Sources & evidence

ORD record
ord-b363c1a8925e46359208ed724cd6773f
Source dataset
uspto-grants-1994_05
Patent number
US05317018

Reaction notes

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