Ethyl bromoacetate → HCID 59238175, compound

HRID 2068587Notes

Reaction equation

HRID 2068587 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH:15]2[CH2:17][CH:12]1[CH2:13][C:14]2([OH:29])[C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[N:24]=[CH:23][NH:22][C:21]2=[O:28])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33]>CN(C)C=O>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH:15]2[CH2:17][CH:12]1[CH2:13][C:14]2([C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[N:24]=[CH:23][N:22]([CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:21]2=[O:28])[OH:29])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 1360796341217190-39-0

Product 1

HCID 59238175HCID 59238175, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 12 (10 g, 25.6 mmol) in dimethylforamide (100 mL) was added BrCH2CO2CH2CH3 (5.55 g, 33.21 mmol). The mixture was stirred overnight at room temperature. The reaction was quenched by water and extracted with ethyl acetate. The combined organic layer was washed by water for 5 times and dried over sodium sulfate, and then concentrated in vacuo to give the product 13 (9.7 g, 80%).

Workup

  1. customThe reaction was quenched by water
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layer was washed by water for 5 times
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-38d1035a98c4416b974fab618c0f0d19
Source dataset
uspto-grants-2012_10
Patent number
US08299023B2

Reaction notes

Loading…