Benzene → 2,2-Dimethyl-3-heptanoyl oxazolidine

HRID 1389265Notes

Reaction equation

HRID 1389265 reaction equation
C1C=CC=CC=1.[CH3:7][C:8]1([CH3:13])[NH:12][CH2:11][CH2:10][O:9]1.C(N(CC)CC)C.[C:21](Cl)(=[O:28])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>O>[CH3:7][C:8]1([CH3:13])[N:12]([C:21](=[O:28])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:11][CH2:10][O:9]1

Participants

6

Reactant 4

HCID 241Benzene2×HCID 8471TriethylamineHCID 17313Heptanoyl chlorideHCID 5506972,2-Dimethyl-oxazolidine

Product 1

HCID 129067982,2-Dimethyl-3-heptanoyl oxazolidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sixteen and one-half (16.5 ml.) milliliters of a benzene solution containing 4.6 g. of 2,2-dimethyl oxazolidine was added to 50 ml. of benzene and 4.1 g. of triethylamine. To this mixture 6 g. of n-heptanoyl chloride was added dropwise with stirring and cooling in an ice bath. The mixture was poured into water and the benzene layer extracted, dried over magnesium sulfate and the benzene removed under vacuum. Yield was 7.5 g. of an oil, nD30 =1.4598.

Workup

  1. temperaturecooling in an ice bath
  2. extractionthe benzene layer extracted
  3. dry with materialdried over magnesium sulfate
  4. customthe benzene removed under vacuum

Sources & evidence

ORD record
ord-97bdc775ef814804857db9eb5d25174d
Source dataset
uspto-grants-1981_01
Patent number
US04243811

Reaction notes

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