Bromoacetyl bromide → HCID 10762301, compound

HRID 400244Notes

Reaction equation

HRID 400244 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[C:6]([NH2:25])([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(Cl)(Cl)Cl>[Br:1][CH2:2][C:3]([NH:25][C:6]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:4]

Participants

4

Reactant 2

HCID 61147Bromoacetyl bromideHCID 138598Tritylamine

Product 1

HCID 10762301HCID 10762301, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3.22 ml of bromoacetyl bromide were added dropwise under an inert gas atmosphere at 0° C. to 19.23 g of tritylamine in 50 ml of chloroform and then the mixture was stirred for one hour while allowing the temperature to rise to ambient temperature. After filtration of the precipitate, the organic phase was washed with 1N sodium hydroxide, dried, evaporated under reduced pressure until a residue was obtained which was purified by crystallization from ether to obtain 8.5 g of the expected amide.

Workup

  1. customto rise to ambient temperature
  2. filtrationAfter filtration of the precipitate
  3. washthe organic phase was washed with 1N sodium hydroxide
  4. customdried
  5. customevaporated under reduced pressure until a residue
  6. customwas obtained which
  7. customwas purified by crystallization from ether

Sources & evidence

ORD record
ord-83347c4a7da8411899335e223ba22463
Source dataset
uspto-grants-1998_10
Patent number
US05827887

Reaction notes

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