Water → HCID 20586644, compound

HRID 650036Notes

Reaction equation

HRID 650036 reaction equation
[Li+].CC([N-]C(C)C)C.[C:9]([O:13][CH2:14][CH3:15])(=[O:12])[CH2:10][CH3:11].[Br:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Br)=[CH:19][CH:18]=1.O>C1COCC1>[Br:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][CH:10]([CH3:11])[C:9]([O:13][CH2:14][CH3:15])=[O:12])=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7749Ethyl PropionateHCID 685274-Bromobenzyl bromideHCID 2724682Lithium diisopropylamide

Product 1

HCID 20586644HCID 20586644, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To the LDA solution at -78° C., was added dropwise a solution of 5 mL (44 mmoles) of ethyl propionate in 20 mL of THF. Stirring was continued at —78° C. for 1 hour, after which a solution of 10 g (40 mmoles) of p-bromo benzylbromide in 25 mL of THF was added dropwise. Stirring was continued at −78° C. for 2 hours. Water was then added dropwise and the reaction was allowed to warm to room temperature.

Workup

  1. stirringStirring
  2. waitwas continued at −78° C. for 2 hours

Sources & evidence

ORD record
ord-03789749da764968b07c3cca8768657e
Source dataset
uspto-grants-2001_08
Patent number
US06271248B1

Reaction notes

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