2-Bromo-2-methylpropionyl bromide → HCID 67073675, compound

HRID 493410Notes

Reaction equation

HRID 493410 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH3:5][C:6]([N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1)([CH3:22])[C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:11][CH:10]=1)=[O:8].[Br:29][C:30]([CH3:35])([CH3:34])[C:31](Br)=[O:32]>ClCCl>[Br:29][C:30]([CH3:35])([CH3:34])[C:31]([C:19]1[CH:20]=[CH:21][C:16]([O:15][C:12]2[CH:13]=[CH:14][C:9]([C:7](=[O:8])[C:6]([CH3:5])([N:23]3[CH2:24][CH2:25][O:26][CH2:27][CH2:28]3)[CH3:22])=[CH:10][CH:11]=2)=[CH:17][CH:18]=1)=[O:32]

Participants

5

Reactant 3

HCID 886852-Bromo-2-methylpropionyl bromideHCID 6451240Aluminum(III) ChlorideHCID 19879400HCID 19879400, compound

Product 1

HCID 67073675HCID 67073675, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

21.59 (0.162 mol) of AlCl3 were added in portion to a solution of 12 g (0.0369 mol) of 2-methyl-2-morpholin-yl-1-(4-phenoxy-phenyl)-propan-1-one and 9.57 g of (0.0406 mol) of α-bromoisobutyrylbromide (97.5% w/w) in 240 ml of dichloromethane, between 0 and 5° C. under stirring. At the end of the addition the temperature was brought to 25° C. then after 2.5 h the reaction was quenched with 500 ml of water and ice. The organic phase was separated and washed with water and 5% NaOH, dried on sodium sulphate, filtered and evaporated obtaining 17.5 g of a reddish oil.

Workup

  1. additionAt the end of the addition the temperature
  2. customwas brought to 25° C.
  3. customafter 2.5 h the reaction was quenched with 500 ml of water and ice
  4. customThe organic phase was separated
  5. washwashed with water and 5% NaOH
  6. customdried on sodium sulphate
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-6ad16a2281e2455083960946ae83791b
Source dataset
uspto-grants-2009_05
Patent number
US07534880B2

Reaction notes

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