Bromide ion → HCID 22246935, compound

HRID 2117617Notes

Reaction equation

HRID 2117617 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH:5]=[O:6].[Br-].Cl.[CH3:13][CH2:14]OC(C)=O>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]([OH:6])[CH:13]=[CH2:14])[CH:7]=[C:8]([Cl:10])[CH:9]=1

Participants

6

Reactant 4

HCID 259Bromide ionHCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 357463,5-Dichlorobenzaldehyde

Product 1

HCID 22246935HCID 22246935, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3,5-dichlorobenzaldehyde (7.5 g, 43 mmol) in THF (75 mL) was cooled to 0° C. and vinylmagnesiuin bromide (1M in THF, 48 mL, 48 mmol) was added dropwise. The reaction was warmed to room temperature and was stirred overnight. Aqueous HCl (1N) and EtOAc were added. The aqueous solution was extracted with EtOAc and the organic solution was dried (MgSO4), filtered, and concentrated. The residue was used in the next step without further purification.

Workup

  1. extractionThe aqueous solution was extracted with EtOAc
  2. dry with materialthe organic solution was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was used in the next step without further purification

Sources & evidence

ORD record
ord-d6aee503f86b44d0944a46daf50d9da0
Source dataset
uspto-grants-2008_10
Patent number
US07442702B2

Reaction notes

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