Sodium Hydroxide → HCID 14347297, compound

HRID 1110596Notes

Reaction equation

HRID 1110596 reaction equation
C[O:2][C:3](=[O:28])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)\[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[OH-].[Na+]>CO>[CH3:27][O:26][C:23]1[CH:22]=[CH:21][C:20](/[C:7](/[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:28])=[O:2])=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742590HCID 86742590, compound

Product 1

HCID 14347297HCID 14347297, compoundYield 68.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-2,4heptadecadienoic acid methyl ester (11.9 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (30 mL). After 2,5 hours the crude acid was isolated in the usual way and was crystallized from hexane to give 7.86 g of (E,E)-5-(4-methoxyphenyl)-2,4-heptadecadienoic acid. A sample was recrystallized from the same solvent to afford the analytical specimen mp 85°-88° C.

Workup

  1. customAfter 2,5 hours the crude acid was isolated in the usual way
  2. customwas crystallized from hexane

Sources & evidence

ORD record
ord-fc2656298e914c2b94e0ba9341488b66
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

Loading…