Benzene → HCID 12962314, compound

HRID 616018Notes

Reaction equation

HRID 616018 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 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-21001ca629734a2e9400bf73e84a91c3
Source dataset
uspto-grants-1978_02
Patent number
US04072688

Reaction notes

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