Sodium Bicarbonate → HCID 20373863, compound

HRID 1834670Notes

Reaction equation

HRID 1834670 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([C:9](=[O:17])[CH:10]([CH2:13]N(C)C)[CH2:11][CH3:12])[CH:6]=[CH:5][C:4]=1[O:18][CH2:19][C:20]([OH:22])=[O:21].C(=O)(O)[O-].[Na+]>O>[Cl:2][C:3]1[CH:8]=[C:7]([C:9](=[O:17])[C:10](=[CH2:13])[CH2:11][CH3:12])[CH:6]=[CH:5][C:4]=1[O:18][CH2:19][C:20]([OH:22])=[O:21]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 70619546HCID 70619546, compound

Product 1

HCID 20373863HCID 20373863, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

[2-Chloro-4-(2-dimethylaminomethylbutyryl)phenyoxy]acetic acid hydrochloride (8.7 g., 0.025 mole), water (100 ml.), and saturated aqueous sodium bicarbonate (100 ml.) are combined and heated on a steam bath for 2.5 hours. The reaction mixture is acidified, extracted with ether and dried over magnesium sulfate. Distillation of the solvent at reduced pressure leaves 1.3 g. (20%) of [2-chloro-4-(2-methylenebutyryl)phenoxy]acetic acid which melts at 83.5°-85.5° C. after recrystallization from methyl cyclohexane (75 ml.).

Workup

  1. temperatureheated on a steam bath for 2.5 hours
  2. extractionextracted with ether
  3. dry with materialdried over magnesium sulfate
  4. distillationDistillation of the solvent at reduced pressure
  5. customleaves 1.3 g
  6. custom(20%) of [2-chloro-4-(2-methylenebutyryl)phenoxy]acetic acid which melts at 83.5°-85.5° C. after recrystallization from methyl cyclohexane (75 ml.)

Sources & evidence

ORD record
ord-1e2c91f2f0d549ce8f3b4a905be9c1e0
Source dataset
uspto-grants-1978_01
Patent number
US04070539

Reaction notes

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