HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Formic Acid → 6-(Benzenesulphonylmethyl)-2-methoxy-3-propylbenzoic acid

HRID 2177667
Notes
Print preview

Reaction equation

HRID 2177667 reaction equation
[OH-].[Li+].[C:3]1([S:9]([CH2:12][C:13]2[C:18]([C:19]([O:21]CC)=[O:20])=[C:17]([O:24][CH3:25])[C:16]([CH2:26][CH2:27][CH3:28])=[CH:15][CH:14]=2)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(O)=O>O1CCOCC1>[C:3]1([S:9]([CH2:12][C:13]2[C:18]([C:19]([OH:21])=[O:20])=[C:17]([O:24][CH3:25])[C:16]([CH2:26][CH2:27][CH3:28])=[CH:15][CH:14]=2)(=[O:11])=[O:10])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 284Formic AcidHCID 3939Lithium HydroxideHCID 67107457Ethyl 6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoate2×

Product 1

HCID 529138636-(Benzenesulphonylmethyl)-2-methoxy-3-propylbenzoic acidYield 76.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
160 °C

Procedure

Lithium hydroxide (1M aqueous solution, 0.45 ml) was added to a solution of ethyl 6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoate (Intermediate 24, 0.034 g) in dioxane and the solution was stirred and heated in the microwave at 160° C. for 15 minutes. The cooled solution was acidified by addition of formic acid and then purified by preparative HPLC (C18) eluting with a mixture of methanol and water containing 0.1% formic acid to give 6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoic acid (0.024 g) as a white solid.

Workup

  1. custompurified by preparative HPLC (C18)
  2. washeluting with a mixture of methanol and water containing 0.1% formic acid

Sources & evidence

ORD record
ord-d5378df8d4da434fbddd918c838db639
Source dataset
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09067905B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes