Water → HCID 708475, compound

HRID 846260Notes

Reaction equation

HRID 846260 reaction equation
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH:11]=[O:12].[CH:18]1([CH2:24]Br)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.O>CN(C=O)C>[CH:18]1([CH2:24][O:7][C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[CH:11]=[O:12])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 12127IsovanillinHCID 137636Cyclohexane, (bromomethyl)-

Product 1

HCID 708475HCID 708475, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 175 ml of DMF containing 138 g of anhydrous potassium carbonate (1.0 m) was added 100 g of 3-hydroxy-4-methoxybenzaldehyde and 127 g of cyclohexylmethybromide. The mixture was heated at reflux temperature overnight and then poured into cold water and extracted with ethyl acetate. The extracts were dried and evaporated in vacuo to render the desired subtitled intermediate, b.p. 130°-135 ° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux temperature overnight
  3. extractionextracted with ethyl acetate
  4. customThe extracts were dried
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-f1e8eda681f744898d043e9a3abeaa29
Source dataset
uspto-grants-1992_08
Patent number
US05135955

Reaction notes

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