Benzene → HCID 13363480, compound

HRID 616019Notes

Reaction equation

HRID 616019 reaction equation
C1C=CC=CC=1.[C:7]1([CH:13]2[NH:17][C:16]([CH3:19])([CH3:18])[CH2:15][O:14]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Cl:20][CH2:21][C:22](Cl)=[O:23]>C(N(CC)CC)C>[C:7]1([CH:13]2[N:17]([C:22](=[O:23])[CH2:21][Cl:20])[C:16]([CH3:19])([CH3:18])[CH2:15][O:14]2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 241Benzene2×HCID 6577Chloroacetyl chlorideHCID 5898274,4-Dimethyl-2-phenyl-1,3-oxazolidine

Product 1

HCID 13363480HCID 13363480, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Twenty-one and three tenths ml. of a benzene solution containing 5.3 g. of 2-phenyl-4,4-dimethyl oxazolidine was mixed with 50 ml. of benzene and 3.4 g. of chloroacetyl chloride. To this solution was added 3.1 g. of triethylamine, dropwise with stirring in an ice bath. The mixture was stirred for about 30 minutes after addition was complete and then washed with water, separated and dried over magnesium sulfate and the solvent stripped. There was obtained a yield of 6.5 g. of an oil, the title compound, ND30 = 1.5364.

Workup

  1. additionTo this solution was added 3.1 g
  2. additionafter addition
  3. washwashed with water
  4. customseparated
  5. dry with materialdried over magnesium sulfate
  6. customThere was obtained a yield of 6.5 g

Sources & evidence

ORD record
ord-ad8eddf8e8244c33a602144c2ef31994
Source dataset
uspto-grants-1978_02
Patent number
US04072688

Reaction notes

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