Ethyl bromoacetate → HCID 21028576, compound

HRID 1828642Notes

Reaction equation

HRID 1828642 reaction equation
[CH2:1]([O:5][C:6]([C:8]1[S:12][C:11]2[CH:13]=[CH:14][C:15]([OH:17])=[CH:16][C:10]=2[C:9]=1[O:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])=[O:7])[CH2:2][CH2:3][CH3:4].[CH2:25]([O:27][C:28](=[O:31])[CH2:29]Br)[CH3:26].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:1]([O:5][C:6]([C:8]1[S:12][C:11]2[CH:13]=[CH:14][C:15]([O:17][CH2:29][C:28]([O:27][CH2:25][CH3:26])=[O:31])=[CH:16][C:10]=2[C:9]=1[O:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 21028581HCID 21028581, compound

Product 1

HCID 21028576HCID 21028576, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3.50 g (10 mmol) VII, 2.22 ml (20 mmol) bromoacetic acid ethyl ester and 2.48 g (25 mmol) K2CO3 were heated under reflux for 5 h in 250 ml acetone. The reaction mixture was filtered. The filtrate was freed from the solvent. After recrystallization from n-hexane, VIII was obtained in a yield of 4.00 g (9.2 mmol, 92%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customAfter recrystallization from n-hexane

Sources & evidence

ORD record
ord-b1e7a554f9c248bebbeb747fdd135382
Source dataset
uspto-grants-2006_06
Patent number
US07060109B2

Reaction notes

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