Allyl Alcohol → HCID 13946438, compound

HRID 1905002Notes

Reaction equation

HRID 1905002 reaction equation
[CH3:1][O:2][C:3](=[O:9])[CH2:4][C:5](=[O:8])[CH2:6][CH3:7].[CH2:10](O)[CH:11]=C>>[CH2:1]([O:2][C:3](=[O:9])[CH2:4][C:5](=[O:8])[CH2:6][CH3:7])[CH:10]=[CH2:11]

Participants

3

Reactant 2

HCID 7858Allyl AlcoholHCID 121699Methyl 3-oxovalerate

Product 1

HCID 13946438HCID 13946438, compoundYield 90%

Procedure

A mixture of 35 g of methyl-3-ketopentanoate and 36 mL of allyl alcohol are distilled to about 120° to 125° C., removing both methyl alcohol and allyl alcohol. Allyl alcohol (36 mL) is added to the reaction mixture, which is again distilled at 120°-125° C. This process is repeated for a total of four 36 mL portions of allyl alcohol over a 24 hour period. The remaining mixture is then vacuum distilled to yield 38.03 g of allyl-3-ketopentanoate (90% yield), bp 90°-95° C. under 10-14 mm Hg.

Workup

  1. distillationare distilled to about 120° to 125° C.
  2. customremoving both methyl alcohol and allyl alcohol
  3. additionAllyl alcohol (36 mL) is added to the reaction mixture, which
  4. distillationis again distilled at 120°-125° C
  5. distillationvacuum distilled

Sources & evidence

ORD record
ord-c1c8bfa08c644060bb7706fe02727514
Source dataset
uspto-grants-1989_06
Patent number
US04841043

Reaction notes

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