Sodium Hydroxide → HCID 14742804, compound

HRID 1651266Notes

Reaction equation

HRID 1651266 reaction equation
C[O:2][C:3](=[O:22])/[CH:4]=[CH:5]/[C:6]1[S:10][C:9]2[CH:11]=[C:12]([O:15][CH3:16])[CH:13]=[CH:14][C:8]=2[C:7]=1[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].[OH-].[Na+]>CO>[CH3:16][O:15][C:12]1[CH:13]=[CH:14][C:8]2[C:7]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[C:6](/[CH:5]=[CH:4]/[C:3]([OH:22])=[O:2])[S:10][C:9]=2[CH:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14742792HCID 14742792, compound

Product 1

HCID 14742804HCID 14742804, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As in Example 112, (E)-3-(6-methoxy-3-pentylbenzo[b]thien-2-yl)-2-propenoic acid methyl ester (7.45 g) in methanol (40 mL) was treated with 2N sodium hydroxide solution (25 mL) at reflux for 15 minutes and the normal isolation procedure afforded 7.1 g of (E)-3-(6-methoxy-3-pentylbenzo[b]thien-2-yl)-2-propenoic acid. Crystallization of a sample from 2-propanol provided the analytical specimen, mp 209°-210° C. Anal. Calcd for C17H20O3S: C, 67.08; H, 6.62; S, 10.53 Found: C, 66.51; H, 6.49; S, 10.31

Workup

  1. temperatureat reflux for 15 minutes

Sources & evidence

ORD record
ord-66982e0947b24adcb41cd1b89c635886
Source dataset
uspto-grants-1990_05
Patent number
US04927838

Reaction notes

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