Sodium Hydroxide → HCID 22160421, compound

HRID 1089126Notes

Reaction equation

HRID 1089126 reaction equation
[NH2:1][CH2:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1.[OH-].[Na+].[CH2:16]([O:19][C:20](Cl)=[O:21])[CH:17]=[CH2:18]>O>[CH2:16]([O:19][C:20]([NH:1][CH2:2][C:3]1[CH:13]=[CH:12][C:6]([O:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1)=[O:21])[CH:17]=[CH2:18]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 18052Allyl chloroformateHCID 15103327[4-(Aminomethyl)phenoxy]acetic acid

Product 1

HCID 22160421HCID 22160421, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.97 g of 4-aminomethylphenoxyacetic acid is suspended in 15 ml of water, 2.4 ml of 5N NaOH solution are added thereto and, after cooling with ice, 0.63 ml of chloroformic acid allyl ester is added thereto over a period of 5 minutes After removing the cooling bath, the reaction mixture is stirred at room temperature for 20 minutes. The reaction mixture is then washed twice with ethyl acetate, and the aqueous phase is adjusted to pH 2 with 4N HC1 and extracted with ethyl acetate. The organic solution is washed with brine and dried over sodium sulphate. The title compound is obtained after evaporating off the solvent.

Workup

  1. additionis added
  2. customover a period of 5 minutes After removing the cooling bath
  3. washThe reaction mixture is then washed twice with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. washThe organic solution is washed with brine
  6. dry with materialdried over sodium sulphate

Sources & evidence

ORD record
ord-9a451a04b7ef48f0b0e8d3c4f3e8ae2c
Source dataset
uspto-grants-1990_10
Patent number
US04965260

Reaction notes

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