Potassium Carbonate → HCID 86662259, compound

HRID 1627391Notes

Reaction equation

HRID 1627391 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[C:6]([F:11])[C:3]=1[CH:4]=[O:5].C([O-])([O-])=O.[K+].[K+].Br[CH2:19][CH2:20][CH2:21][O:22][Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24]>CN(C=O)C>[Si:23]([O:22][CH2:21][CH2:20][CH2:19][O:10][C:8]1[CH:9]=[C:2]([F:1])[C:3]([CH:4]=[O:5])=[C:6]([F:11])[CH:7]=1)([C:26]([CH3:27])([CH3:28])[CH3:29])([CH3:25])[CH3:24]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 607486(3-Bromopropoxy)(tert-butyl)dimethylsilaneHCID 249035482,6-Difluoro-4-hydroxybenzaldehyde

Product 1

HCID 86662259HCID 86662259, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

As described in the previous experiment, a mixture of 2,6-difluoro-4-hydroxybenzaldehyde (515 mg, 3.25 mmol), K2CO3 (675 mg, 4.88 mmol) and (3-bromopropoxy)-tert-butyldimethylsilane (1.00 mL, 4.23 mmol) in DMF (8 mL) were reacted, processed and purified by flash chromatography (15% EtOAc/Hex) to afford 4-(3-(tert-butyldimethylsilyloxy)propoxy)-2,6-difluorobenzaldehyde as a white solid (1.03 g, 96%). MS (EI) m/z 331.3 (MH+).

Workup

  1. customwere reacted
  2. custompurified by flash chromatography (15% EtOAc/Hex)

Sources & evidence

ORD record
ord-57eb7247451140e5b2f07fe8bd9b847b
Source dataset
uspto-grants-2014_07
Patent number
US08785488B2

Reaction notes

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