Water → HCID 54484889, compound

HRID 1731465Notes

Reaction equation

HRID 1731465 reaction equation
[OH2:1].[OH2:2].[C:3]1([CH3:13])[CH:8]=C[C:6](S(O)(=O)=O)=[CH:5][CH:4]=1.C(N([CH2:19][CH3:20])CC)C.[CH3:21]CCCCC>>[CH3:21][O:1][CH:8]=[C:3]([CH2:4][CH2:5][CH2:6][CH:19]=[CH2:20])[CH:13]=[O:2]

Participants

5

Reactant 4

HCID 962WaterHCID 8058HexaneHCID 8471TriethylamineHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 54484889HCID 54484889, compound

Conditions

Temperature
110 °C

Procedure

A mixture of 3.74 g of (4-pentenyl)malonaldehyde tetramethyl acetal, 0.27 ml of water and 75 mg of p-toluenesulphonic acid monohydrate was heated for 2 hours at a bath temperature of 110° C. Thereafter, the mixture was treated with 0.12 ml of triethylamine, left to cool and poured into 80 ml of hexane. The reaction mixture was washed twice with 15 ml of saturated sodium hydrogen carbonate solution each time, dried over sodium sulphate and filtered. Concentration of the filtrate gave 2.4 g of crude 3-methoxy-2-(4-pentenyl)acrolein.

Workup

  1. waitleft
  2. temperatureto cool
  3. washThe reaction mixture was washed twice with 15 ml of saturated sodium hydrogen carbonate solution each time
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered

Sources & evidence

ORD record
ord-1da85b53d340445eab0c84abc73b8848
Source dataset
uspto-grants-1986_11
Patent number
US04621901

Reaction notes

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