Sodium → HCID 23349575, compound

HRID 2058114Notes

Reaction equation

HRID 2058114 reaction equation
[Na].[C:2]([O-:8])(=[O:7])[CH2:3][C:4]([CH3:6])=[O:5].[CH3:9][C:10](O)([CH:12](Br)[CH2:13][C:14](Br)([Br:16])[Br:15])[CH3:11]>C(O)C>[C:4]([CH:3]1[CH:12]([CH:13]=[C:14]([Br:16])[Br:15])[C:10]([CH3:11])([CH3:9])[O:8][C:2]1=[O:7])(=[O:5])[CH3:6]

Participants

5

Reactant 3

HCID 5360545SodiumHCID 6971017AcetoacetateHCID 23349581HCID 23349581, compound

Product 1

HCID 23349575HCID 23349575, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 23 g of sodium in 1,000 ml of ethanol was added dropwise to 251 g (0.5 mol) of the acetoacetate of 2-methyl-3,5,5,5-tetrabromopentan-2-ol at 0° C. and the mixture was subsequently stirred at 0° C. for 4 hours, then allowed to come to room temperature and concentrated somewhat under reduced pressure. Working up was carried out as in Example 4. 125 g of 2-acetyl-3-(2',2'-dibromovinyl)-4-methyl-γ-valerolactone were obtained, which was processed as described in Example 2.

Workup

  1. customto come to room temperature
  2. concentrationconcentrated somewhat under reduced pressure

Sources & evidence

ORD record
ord-e54045ad1c3743208f88242ea405c482
Source dataset
uspto-grants-1980_07
Patent number
US04215050

Reaction notes

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