Methyl chloroacetate → HCID 86664156, compound

HRID 1877341Notes

Reaction equation

HRID 1877341 reaction equation
COC(C[O:6][C:7](=[O:21])[CH:8]([NH:17][C:18](=[O:20])[CH3:19])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)=O.Cl[CH2:23][C:24]([O:26][CH3:27])=[O:25]>CC(C)=O>[C:18]([NH:17][CH:8]([CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH:14][CH:15]=1)[C:7]([OH:6])=[O:21])(=[O:20])[CH3:19]

Participants

4

Reactant 2

HCID 7295Methyl chloroacetateHCID 16719152HCID 16719152, compound

Product 1

HCID 86664156HCID 86664156, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To mixture of 2-Acetylamino-3-(4-hydroxy-phenyl)-propionic acid methoxycarbonylmethyl ester 5 (5 grams, 16.95 mmol) Potassium carbonate (9.4 grams, 68 mmol) sodium iodide (1 gram, 6.67 mmol) Disodium Phosphate (1 gram, 70.84 mmol) in acetone (50 mL) is added Methyl chloroacetate (2.2 grams, 20.27 mmol) and is refluxed till the reaction complies by TLC. Acetone is distilled, water is added and the crude 6 can be extracted into chloroform, dried over sodium sulphate and distilled.

Workup

  1. temperatureis refluxed till the reaction complies by TLC
  2. distillationAcetone is distilled
  3. additionwater is added
  4. extractionthe crude 6 can be extracted into chloroform
  5. dry with materialdried over sodium sulphate
  6. distillationdistilled

Sources & evidence

ORD record
ord-5bc06051102547e496ac2c4e4e5771c6
Source dataset
uspto-grants-2012_11
Patent number
US08309754B2

Reaction notes

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