Ethanol → HCID 23131715, compound

HRID 639732Notes

Reaction equation

HRID 639732 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7].C(O)C.[C:14]([O:18][CH3:19])(=[O:17])[CH2:15][SH:16].C(=O)([O-])[O-].[K+].[K+]>C(OCC)C>[CH3:19][O:18][C:14]([CH2:15][S:16][CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH:6]=[O:7])=[O:17]

Participants

6

Reactant 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 71278253-(Bromomethyl)benzaldehyde

Product 1

HCID 23131715HCID 23131715, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 1.00 g of 3-(bromomethyl)benzaldehyde and 20 ml of ethanol were added 0.65 ml of methyl thioglycolate and 0.47 g of potassium carbonate, and the mixture was stirred at room temperature for 2.5 hours. To the reaction mixture was added diethyl ether, this was washed with an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 0.36 g of oily 3-[(methoxycarbonylmethylthio)methyl]benzaldehyde [Compound No. (u)].

Workup

  1. washthis was washed with an aqueous saturated sodium chloride solution
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a8d81abab54e4aef8b86f405905fb6ff
Source dataset
uspto-grants-2010_04
Patent number
US07691883B2

Reaction notes

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