Sodium Carbonate → HCID 85907401, compound

HRID 736574Notes

Reaction equation

HRID 736574 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][OH:5].[Br:6][CH:7]([CH3:11])[C:8](Br)=[O:9].C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1>[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:8](=[O:9])[CH:7]([Br:6])[CH3:11]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 123083-Bromo-1-propanolHCID 79047Propanoyl bromide, 2-bromo-

Product 1

HCID 85907401HCID 85907401, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-Bromopropanol (10.75 g, 0.075 mol) is added over 20 minutes to a solution of 2-bromopropionylbromide (17.9 g, 0.079 mol) in toluene (75 ml) while keeping the temperature between 15-20° C. The mixture is stirred for 6 h at room temperature and is then poured under vigorous stirring into 1M solution of Na2CO3 (80 ml). The organic layer is separated, washed with water (3×50 ml), dried over MgSO4 and evaporated to afford 19.75 g of the title compound as a colorless oil.

Workup

  1. custombetween 15-20° C
  2. additionis then poured
  3. customThe organic layer is separated
  4. washwashed with water (3×50 ml)
  5. dry with materialdried over MgSO4
  6. customevaporated

Sources & evidence

ORD record
ord-1fed81e382d84c5391dcc04f72517497
Source dataset
uspto-grants-2009_09
Patent number
US07595359B2

Reaction notes

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