Formaldehyde → HCID 11217378, compound

HRID 1421120Notes

Reaction equation

HRID 1421120 reaction equation
[CH2:1]([C:3](=[CH:6][CH2:7][CH2:8][CH3:9])[CH:4]=[O:5])[CH3:2].[CH2:10]=[O:11].CO.[OH-:14].[Na+]>COCCOCCOC>[CH2:1]([C:3](=[CH:6][CH:7]([CH2:8][CH3:9])[CH2:10][OH:11])[CH:4]=[O:5])[CH3:2].[CH2:8]([C:7]1[CH:10]([OH:14])[O:11][CH2:4][CH:3]([CH2:1][CH3:2])[CH:6]=1)[CH3:9]

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 887MethanolHCID 125822-Ethylhex-2-EnalHCID 14798Sodium Hydroxide

Product 2

HCID 11217378HCID 11217378, compoundHCID 53806099HCID 53806099, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Conditions

Temperature
50 °C

Procedure

To a mixture of 726g of 2-ethyl-2-hexenal (purity: 99.0%, 5.7 mol), 308 g (3.8 mol) of 37% formalin, and 517 g of methanol heated to 50° C. was added dropwise with stirring 60.8 g (0.38 mol) of a 25% aqueous solution of sodium hydroxide over one hour. After the dropping was completed, the mixture was further stirred at 50° C. for 3 hours. The reaction mixture was analyzed by gas chromatography (the internal standard method with diethylene glycol dimethyl ether as an internal standard), and the yields of 2,4-diethyl-5-hydroxy-2-pentenal and 3,5-diethyl-5,6-dihydro-2H-2-pyranol based on the used formaldehyde and the consumed 2-ethyl-2-hexenal were found to be as follows.

Workup

  1. additionwas added dropwise

Sources & evidence

ORD record
ord-8fb091e587dd454385181b2b5d1fa60e
Source dataset
uspto-grants-2000_06
Patent number
US06072089

Reaction notes

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