Sodium Hydroxide → HCID 15295566, compound

HRID 1720146Notes

Reaction equation

HRID 1720146 reaction equation
[CH2:1]([C:11]1[CH:26]=[CH:25][C:14]([C:15]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23]C)=[O:22])=[O:16])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[OH-].[Na+]>CO>[CH2:1]([C:11]1[CH:12]=[CH:13][C:14]([C:15]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[O:16])=[CH:25][CH:26]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22420393HCID 22420393, compound

Product 1

HCID 15295566HCID 15295566, compoundYield 46.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 5-(4-n-decylbenzoyl)pentanoate (8 g) is added to a solution of 2N sodium hydroxide (40 ml) and methanol (100 ml). The mixture is refluxed 5 hours and the methanol is removed in vacuo. Water (50 ml) is added to the residue which is then filtered and acidified with dilute hydrochloric acid. Recrystallization from ethanol gives 5-(4-n-decylbenzoyl)pentanoic acid (3.6 g) as a white crystalline solid, m.p. 84°-85° C.

Workup

  1. temperatureThe mixture is refluxed 5 hours
  2. customthe methanol is removed in vacuo
  3. additionWater (50 ml) is added to the residue which
  4. filtrationis then filtered
  5. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-00385af2c8c848cf8f5f7d5d76cd5c73
Source dataset
uspto-grants-1996_04
Patent number
US05504244

Reaction notes

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