Sodium Hydroxide → 2-p-Chlorophenyl-2(2,3-dibromopropionyl)5-methoxymethyl oxazolidine

HRID 1413323Notes

Reaction equation

HRID 1413323 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[NH:12][CH2:11][CH:10]([CH2:13][O:14][CH3:15])[O:9]2)=[CH:4][CH:3]=1.[Br:16][CH:17]([CH2:21][Br:22])[C:18](Cl)=[O:19].[OH-].[Na+]>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:18](=[O:19])[CH:17]([Br:16])[CH2:21][Br:22])[NH:12][CH2:11][CH:10]([CH2:13][O:14][CH3:15])[O:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 867902,3-Dibromopropanoyl chlorideHCID 20291464p-Chlorophenyl-5-methoxymethyl oxazolidine

Product 1

HCID 202914622-p-Chlorophenyl-2(2,3-dibromopropionyl)5-methoxymethyl oxazolidine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To 20.8 milliliters of 25 percent w/v, p-chlorophenyl-5-methoxymethyl oxazolidine solution in 50 milliliters of benzene was added 5 grams of 2,3-dibromopropionyl chloride. To this solution was added 1.6 grams of 50% sodium hydroxide. After washing with water, drying and removal of the benzene in vacuo, there was obtained 4.8 grams of the title compound, nD30 1.5478. Analytical data supports the structure.

Workup

  1. washAfter washing with water
  2. customdrying
  3. customremoval of the benzene in vacuo

Sources & evidence

ORD record
ord-3fb7dcb038144c808c643805cafe75c7
Source dataset
uspto-grants-1981_02
Patent number
US04249931

Reaction notes

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