Bromine → HCID 21564944, compound

HRID 1580130Notes

Reaction equation

HRID 1580130 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([C:16](=[O:18])[NH2:17])[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[Br:19]Br>C(O)(=O)C>[Br:19][CH:11]1[CH2:10][C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)([C:16](=[O:18])[NH2:17])[CH2:14][CH2:13][C:12]1=[O:15]

Participants

4

Reactant 2

HCID 24408BromineHCID 12286593HCID 12286593, compound

Product 1

HCID 21564944HCID 21564944, compoundYield 104.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Conditions

Temperature
20 °C

Procedure

50.5 g of 4-(3-methoxyphenyl)-4-carbamoyl-cyclohexanone are dissolved in 500 ml of acetic acid, and a solution of 32.7 g of bromine in 500 ml of acetic acid is added dropwise thereto at 20°C. under stirring. Then, the mixture is poured into ice-water and extracted with chloroform. The chloroform extract is washed with water, dried and then evaporated to remove solvent. 69.8 g of 2-bromo-4-(3-methoxyphenyl)-4-carbamoyl-cyclohexanone are obtained as crude oil.

Workup

  1. extractionextracted with chloroform
  2. extractionThe chloroform extract
  3. washis washed with water
  4. customdried
  5. customevaporated
  6. customto remove solvent

Sources & evidence

ORD record
ord-43fb6309450540c79ef50069e1c5d32f
Source dataset
uspto-grants-1976_01
Patent number
US03932429

Reaction notes

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