Formaldehyde → Ethyl 2-methylidenebutanoate

HRID 1913533Notes

Reaction equation

HRID 1913533 reaction equation
[C:1](=O)([O-])[O-].[K+].[K+].C(OP([CH:15]([CH2:21][CH3:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])(OCC)=O)C.C=O>O>[CH2:1]=[C:15]([CH2:21][CH3:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 229053Ethyl 2-(diethoxyphosphoryl)butanoate

Product 1

HCID 291416Ethyl 2-methylidenebutanoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

Potassium carbonate (5.5 g) was dissolved in water (15 mL). To the solution, ethyl 2-(diethoxyphosphoryl)butyrate (5.0 g) and a 37% aqueous formaldehyde (6.2 g) were added at room temperature, and the mixture was stirred at 85° C. for 45 minutes. Organic matter was extracted with diethyl ether, dried over anhydrous sodium sulfate, and filtered, and the solvent in the filtrate was distilled off under reduced pressure to obtain a crude product.

Workup

  1. extractionOrganic matter was extracted with diethyl ether
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. distillationthe solvent in the filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-ad4baf04bea94956985124ad434f9fb6
Source dataset
uspto-grants-2013_12
Patent number
US08609710B2

Reaction notes

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