Ethyl bromoacetate → HCID 14698592, compound

HRID 846210Notes

Reaction equation

HRID 846210 reaction equation
[Na].[CH3:2][C:3]([C:6]1[CH:21]=[CH:20][C:9]([C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)=[O:11])=[CH:8][CH:7]=1)([CH3:5])[CH3:4].Br[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]>C(O)C>[CH3:5][C:3]([C:6]1[CH:21]=[CH:20][C:9]([C:10]([NH:12][C:13]2[CH:14]=[CH:15][C:16]([O:19][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:17][CH:18]=2)=[O:11])=[CH:8][CH:7]=1)([CH3:2])[CH3:4]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 6676214-(1,1-Dimethylethyl)-N-(4-hydroxyphenyl)benzamideHCID 5360545Sodium

Product 1

HCID 14698592HCID 14698592, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.66 g. sodium in 25 ml. ethanol are added 7 g. 4-(1,1-dimethylethyl)-N-(4-hydroxyphenyl)benzamide (Example 2) and 3.2 ml. ethyl bromoacetate. The reaction mixture is boiled under reflux for 10 hours, the solvent is removed in a vacuum and the residue is recrystallised from toluene. There are obtained 5.5 g. (60% of theory) of the title compound; m.p. 119°-122° C.

Workup

  1. temperatureunder reflux for 10 hours
  2. customthe solvent is removed in a vacuum
  3. customthe residue is recrystallised from toluene
  4. customThere are obtained 5.5 g

Sources & evidence

ORD record
ord-910e0a63a7e9489c823731ccf65f24b2
Source dataset
uspto-grants-1992_08
Patent number
US05135949

Reaction notes

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