Dichloromethane → 2,5-Diphenyl-3(2,3-dibromopropionyl)oxazolidine

HRID 1979885Notes

Reaction equation

HRID 1979885 reaction equation
[C:1]1([CH:7]2[NH:11][CH2:10][CH:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)Cl.[Br:21][CH:22]([CH2:26][Br:27])[C:23](Cl)=[O:24]>C(N(CC)CC)C>[C:1]1([CH:7]2[N:11]([C:23](=[O:24])[CH:22]([Br:21])[CH2:26][Br:27])[CH2:10][CH:9]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 867902,3-Dibromopropanoyl chlorideHCID 202219752,5-Diphenyl oxazolidine

Product 1

HCID 133634792,5-Diphenyl-3(2,3-dibromopropionyl)oxazolidine

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Four and five tenths (4.5) grams of 2,5-diphenyl oxazolidine was dissolved in 50 ml. of methylene chloride and 5 g. of 2,3-dibromopropionyl chloride was added and the mixture stirred in an ice bath, while 2.1 g. of triethylamine was added dropwise. After standing for about 30 minutes, the mixture was washed with water, separated and dried over magnesium sulfate and stripped under vacuum. There was obtained a yield of 7.1 g. of an oil, the title compound, ND30 =1.5734.

Workup

  1. washthe mixture was washed with water
  2. customseparated
  3. dry with materialdried over magnesium sulfate
  4. customThere was obtained a yield of 7.1 g

Sources & evidence

ORD record
ord-039d5c6c923a43309a7b7c7e5b62286d
Source dataset
uspto-grants-1984_11
Patent number
US04483706

Reaction notes

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