Bromoacetic Acid → HCID 22220817, compound

HRID 1794041Notes

Reaction equation

HRID 1794041 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]([OH:8])[CH3:7].Br[CH2:10][C:11]([OH:13])=[O:12]>O>[C:11]([CH2:10][N:3]1[CH:4]=[CH:5][S:1][CH:2]1[CH:6]([OH:8])[CH3:7])([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 6227Bromoacetic Acid2×HCID 99892952-Thiazolemethanol, alpha-methyl- (7CI,9CI)

Product 1

HCID 22220817HCID 22220817, compoundYield 107.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(2-Thiazolyl)ethanol (0.5 g, 3.87 mmole) and bromoacetic acid (0.538 g, 3.87 mmole) were warmed to melt the bromoacetic acid, then were allowed to cool and were stirred 4 days at room temp. The mixture was dissolved in 15–20 mL water and extracted with 4×10 mL ether. The water layer was evaporated in vacuo to give 0.79 g of residue, which was stored under 30 mL acetonitrile at room temp. overnight to effect crystalization. Filtration and washing with 30% ether/acetonitrile gave 0.335 g of the title compound, mp 160–161 C.

Workup

  1. temperatureto cool
  2. extractionextracted with 4×10 mL ether
  3. customThe water layer was evaporated in vacuo

Sources & evidence

ORD record
ord-b2dfab04c77c4ca6bc79b9876a99a97d
Source dataset
uspto-grants-2006_04
Patent number
US07022721B1

Reaction notes

Loading…