Benzene → HCID 20307409, compound

HRID 1763777Notes

Reaction equation

HRID 1763777 reaction equation
[CH2:1]([NH:4][CH2:5][CH:6]([O:9][CH3:10])[O:7][CH3:8])[C:2]#[CH:3].C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:23][CH2:24][C:25](Cl)=[O:26]>O>[CH2:1]([N:4]([CH2:5][CH:6]([O:9][CH3:10])[O:7][CH3:8])[C:25](=[O:26])[CH2:24][Cl:23])[C:2]#[CH:3]

Participants

6

Reactant 4

HCID 241BenzeneHCID 6577Chloroacetyl chlorideHCID 10340Sodium CarbonateHCID 20307436N-(2,2-Dimethoxyethyl)prop-2-yn-1-amine

Product 1

HCID 20307409HCID 20307409, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-Propargyl-N-(2,2-dimethoxyethyl)amine (9 grams), benzene (100 ml), water (100 ml) and sodium carbonate (8 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The reaction mixture was cooled to a temperature of 5° to 10° C. and chloroacetyl chloride (5 ml) was added dropwise with stirring. Stirring was then continued until the reaction mixture reached room temperature. After this time the organic phase was separated from the aqueous phase, was washed with water and was dried. The dried solution was then filtered and the filtrate stripped of solvent to yield the desired product N-propargyl-N-(2,2-dimethoxyethyl)-α-chloroacetamide as the residue.

Workup

  1. customequipped with a mechanical stirrer
  2. additionwas added dropwise
  3. stirringStirring
  4. customreached room temperature
  5. customAfter this time the organic phase was separated from the aqueous phase
  6. washwas washed with water
  7. customwas dried
  8. filtrationThe dried solution was then filtered

Sources & evidence

ORD record
ord-8ff2749da5ad433d953f2855b9bff8c0
Source dataset
uspto-grants-1978_09
Patent number
US04113464

Reaction notes

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