Benzene → HCID 12962314, compound

HRID 2059110Notes

Reaction equation

HRID 2059110 reaction equation
C1C=CC=CC=1.[C:7]1([CH:17]2[NH:21][CH2:20][CH2:19][O:18]2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1.[Cl:22][CH2:23][C:24](Cl)=[O:25]>C(N(CC)CC)C>[C:7]1([CH:17]2[N:21]([C:24](=[O:25])[CH2:23][Cl:22])[CH2:20][CH2:19][O:18]2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 241Benzene2×HCID 6577Chloroacetyl chlorideHCID 20221976HCID 20221976, compound

Product 1

HCID 12962314HCID 12962314, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Nineteen and nine tenths (19.9) ml. of a benzene solution containing 5 g. of 2-α-naphthyl oxazolidine was combined with 50 ml. of benzene and 2.8 g. of chloroacetyl chloride. To this was added 2.6 g. of triethylamine, dropwise with stirring in an ice bath. The mixture was stirred at room temperature for 30 minutes after addition was complete, washed with water, separated and dried over magnesium sulfate. The solvent was stripped under vacuum. There was obtained a yield of 6.7 g. of an oil, the title compound, ND30 =1.6030.

Workup

  1. additionTo this was added 2.6 g
  2. additionafter addition
  3. washwashed with water
  4. customseparated
  5. dry with materialdried over magnesium sulfate
  6. customThere was obtained a yield of 6.7 g

Sources & evidence

ORD record
ord-14be79d9a26c4128a79c647f850708ac
Source dataset
uspto-grants-1982_03
Patent number
US04322240

Reaction notes

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