Sodium Hydroxide → HCID 12851998, compound

HRID 1156259Notes

Reaction equation

HRID 1156259 reaction equation
[O:1]=[C:2]([C:14]1[O:18][C:17](/[CH:19]=[CH:20]/[C:21]([O:23]CC)=[O:22])=[CH:16][CH:15]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[OH-].[Na+]>C(O)C>[O:1]=[C:2]([C:14]1[O:18][C:17](/[CH:19]=[CH:20]/[C:21]([OH:23])=[O:22])=[CH:16][CH:15]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12851997HCID 12851997, compound

Product 1

HCID 12851998HCID 12851998, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.0 g (0.014 mole) of ethyl (E)-3-[5-(1-oxododecyl)-2-furanyl]-2-propenoate and 108 ml of ethanol, is heated to reflux. To the mixture is added 50 ml of 1 N aqueous sodium hydroxide, the ethanol is distilled off being replaced with water, and the aqueous solution is cooled to room temperature acidified with 200 ml of 1 N hydrochloric acid. The solid is collected by filtration and dried. Recrystallization from methanol gives (E)-3-[5-(1-oxododecyl)-2-furanyl]-2-propenoic acid, mp 122°-127° C.

Workup

  1. temperatureis heated to reflux
  2. distillationthe ethanol is distilled off
  3. filtrationThe solid is collected by filtration
  4. customdried
  5. customRecrystallization from methanol

Sources & evidence

ORD record
ord-0239e01be9544648a8f4557eb178c3f9
Source dataset
uspto-grants-1982_06
Patent number
US04335098

Reaction notes

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