Sodium Hydroxide → HCID 19004425, compound

HRID 2225693Notes

Reaction equation

HRID 2225693 reaction equation
C[O:2][C:3](=[O:28])[C:4](=[O:27])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][S:16][C:17]2[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=2)=[CH:7][CH:6]=1.[OH-].[Na+]>CO.CC(C)=O>[CH:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:25]=[CH:26][C:17]=1[S:16][CH2:15][CH2:14][CH2:13][CH2:12][O:11][C:8]1[CH:7]=[CH:6][C:5]([C:4](=[O:27])[C:3]([OH:28])=[O:2])=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 54406942HCID 54406942, compound

Product 1

HCID 19004425HCID 19004425, compoundYield 93.9%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent

Procedure

A mixture of 4-[[4-(2-naphthalenylthio)butyl]oxy]-alpha-oxobenzeneacetic acid methyl ester (0.53 g) in methanol (5 mL), acetone (2 mL), and 0.5N sodium hydroxide (4 mL) was treated as in Example 19. Extraction with dichloromethane provided material which was crystallized from diethyl ether-hexane to give 0.48 g of colorless 4-[[4-(2-naphthalenylthio) butyl]oxy]-alpha-oxobenzeneacetic acid, mp 113°-115° C.

Workup

  1. additionwas treated as in Example 19
  2. extractionExtraction with dichloromethane provided material which
  3. customwas crystallized from diethyl ether-hexane

Sources & evidence

ORD record
ord-08becb978bac40ef91ecc240f6f97b7c
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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