Sodium Hydroxide → HCID 14742800, compound

HRID 1651228Notes

Reaction equation

HRID 1651228 reaction equation
C[O:2][C:3](=[O:26])/[CH:4]=[CH:5]/[C:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH3:17])[CH:12]=2)[C:7]=1[C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1.[OH-].[Na+]>CO>[CH3:17][O:16][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[C:7]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)=[C:6](/[CH:5]=[CH:4]/[C:3]([OH:26])=[O:2])[CH2:15][CH2:14]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14742788HCID 14742788, compound

Product 1

HCID 14742800HCID 14742800, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As in Example 112, (E)-3-[3,4-dihydro-6-methoxy-1-(4-methoxyphenyl)-2-naphthalenyl]-2-propenoic acid methyl ester (2.5 g) in methanol (15 mL) was heated at reflux with 1N sodium hydroxide solution (11 mL) at reflux for 1 hour. The usual work up furnished 2 g of (E)-3-[3,4-dihydro-6-methoxy-1-(4-methoxyphenyl)-2-naphthalenyl]-2-propenoic acid. Crystallization of a small sample from dichloromethane-ethyl acetate gave the analytical specimen, mp 222°-224° C. Anal. Calcd for C21H20O4 : C, 74.98; H, 5.99 Found: C, 74.89; H, 6.00

Workup

  1. temperatureat reflux for 1 hour

Sources & evidence

ORD record
ord-de866f682d1f4e518b612ef8cce53602
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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