Tetrahydrofuran → HCID 22494657, compound

HRID 1816682Notes

Reaction equation

HRID 1816682 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][CH:12]=1.[OH-].[Na+].O1CCCC1>C(O)C>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:20]=[CH:19][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22494732HCID 22494732, compound

Product 1

HCID 22494657HCID 22494657, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl 4-(7-methoxy-n-heptyloxy)benzoate (1.5 g) and 1N-sodium hydroxide aqueous solution in ethanol (10 ml) and tetrahydrofuran (10 ml) was heated at 40-60° C. for 5 hours with stirring. The reaction mixture was concentrated under reduced pressure and water added to the residue and adjusted to pH 1 using hydrochloric acid. The precipitates were collected by filtration, washed with water and dried in vacuo to give 4-[7-methoxy-n-heptyloxy)benzoic acid (1.4 g) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and water
  2. additionadded to the residue
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-63437f2aeed24a099a1b10399651bb71
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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