Benzene → HCID 22766275, compound

HRID 1111560Notes

Reaction equation

HRID 1111560 reaction equation
[CH2:1]([O:3][CH:4]([O:13][CH2:14][CH3:15])[CH2:5][NH:6][CH2:7][CH:8]1[O:12][CH2:11][CH2:10][O:9]1)[CH3:2].C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:28][CH2:29][C:30](Cl)=[O:31]>O>[CH2:1]([O:3][CH:4]([O:13][CH2:14][CH3:15])[CH2:5][N:6]([CH2:7][CH:8]1[O:12][CH2:11][CH2:10][O:9]1)[C:30](=[O:31])[CH2:29][Cl:28])[CH3:2]

Participants

6

Reactant 4

HCID 241BenzeneHCID 6577Chloroacetyl chlorideHCID 10340Sodium CarbonateHCID 22766273HCID 22766273, compound

Product 1

HCID 22766275HCID 22766275, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(2,2-Diethoxyethyl)-N-(1,3-dioxolan-2-ylmethyl)amine (4 grams), benzene (100 ml), water (100 ml) and sodium carbonate (2 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The mixture was cooled to a temperature of 5° to 10° C and chloroacetyl chloride (1.5 ml) was added dropwise with stirring. After the addition was completed stirring was continued until the reaction mixture reached room temperature. After this time the organic phase was separated from the aqueous phase and was washed with water. The washed solution was then dried over anhydrous magnesium sulfate, filtered and stripped of solvent under reduced pressure to yield the desired product N-(2,2-diethoxyethyl)-N-(1,3-dioxolan-2-ylmethyl)-α-chloroacetamide as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. additionwas added dropwise
  3. additionAfter the addition
  4. stirringwas completed stirring
  5. customreached room temperature
  6. customAfter this time the organic phase was separated from the aqueous phase
  7. washwas washed with water
  8. dry with materialThe washed solution was then dried over anhydrous magnesium sulfate
  9. filtrationfiltered

Sources & evidence

ORD record
ord-ebadb9b113b244d59b4d99533b2fc774
Source dataset
uspto-grants-1978_10
Patent number
US04118216

Reaction notes

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