Benzene → HCID 20322084, compound

HRID 839819Notes

Reaction equation

HRID 839819 reaction equation
[CH3:1][O:2][CH:3]([O:13][CH2:14][CH3:15])[CH2:4][NH:5][CH2:6][CH:7]1[O:12][CH2:11][CH2:10][CH2:9][O:8]1.C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:28][CH2:29][C:30](Cl)=[O:31]>O>[CH3:1][O:2][CH:3]([O:13][CH2:14][CH3:15])[CH2:4][N:5]([CH2:6][CH:7]1[O:8][CH2:9][CH2:10][CH2:11][O:12]1)[C:30](=[O:31])[CH2:29][Cl:28]

Participants

6

Reactant 4

HCID 241BenzeneHCID 6577Chloroacetyl chlorideHCID 10340Sodium CarbonateHCID 20322099HCID 20322099, compound

Product 1

HCID 20322084HCID 20322084, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(2-Methoxy-2-ethoxyethyl)-N-(1,3-dioxan-2-ylmethyl)-amine (0.05 mole), benzene (100 ml), water (100 ml) and sodium carbonate (2 grams) are charged into a glass reaction vessel eqiuipped with a mechanical stirrer and thermometer. The reaction mixture is cooled to a temperature of from 5° to 10° C and chloroacetyl chloride (0.05 mole) is added dropwise with stirring. After the addition is completed stirring is continued until the reaction mixture has reached room temperature. After this time the organic phase is separated from the aqueous phase and is washed with water. The washed solution is then dried over anhydrous magnesium sulfate, filtered and stripped of solvent under reduced pressure to yield the desired product N-(2-methoxy-2-ethoxyethyl)-N-(1,3-dioxan-2-ylmethyl)-α-chloroacetamide as the residue.

Workup

  1. customeqiuipped with a mechanical stirrer
  2. additionis added dropwise
  3. additionAfter the addition
  4. stirringis completed stirring
  5. customhas reached room temperature
  6. customAfter this time the organic phase is separated from the aqueous phase
  7. washis washed with water
  8. dry with materialThe washed solution is then dried over anhydrous magnesium sulfate
  9. filtrationfiltered

Sources & evidence

ORD record
ord-451a970f4b0b42e29407bf90a100470c
Source dataset
uspto-grants-1978_06
Patent number
US04097491

Reaction notes

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