Ethyl bromoacetate → HCID 20213360, compound

HRID 1905881Notes

Reaction equation

HRID 1905881 reaction equation
[CH3:1][N:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([O:15][CH3:16])[CH:9]=2)=[CH:6][C:5](=[N:17][C:18]2[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][C:19]=2[CH3:26])[N:4]([CH3:27])[C:3]1=[O:28].C(=O)([O-])[O-].[K+].[K+].Br[CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38]>CC(C)=O>[CH3:1][N:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])=[C:10]([O:15][CH3:16])[CH:9]=2)=[CH:6][C:5](=[N:17][C:18]2[C:19]([CH3:26])=[CH:20][C:21]([CH3:25])=[CH:22][C:23]=2[CH3:24])[N:4]([CH3:27])[C:3]1=[O:28]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 135782139HCID 135782139, compound

Product 1

HCID 20213360HCID 20213360, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 3,4-dihydro-1,3-dimethyl-6-(4-hydroxy-3-methoxyphenyl)-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone (0.40 g) in acetone (20 ml) were added potassium carbonate (0.16 g) and ethyl bromoacetate (0.66 ml), and the mixture was refluxed for 10 hours. After being cooled, the mixture was evaporated and suspended in chloroform. The suspension was washed with water, dried over sodium sulfate, and evaporated to give crude oil of 3,4-dihydro-1,3-dimethyl-6-(4-ethoxycarbonylmethoxy-3-methoxyphenyl)-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone (0.67 g). This crude oil was used for the following deesterification without further purification.

Workup

  1. temperaturethe mixture was refluxed for 10 hours
  2. temperatureAfter being cooled
  3. customthe mixture was evaporated
  4. washThe suspension was washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-f9d36c93a26a40e08b32901a4c80c30c
Source dataset
uspto-grants-1987_03
Patent number
US04649142

Reaction notes

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