Potassium Hydroxide → HCID 22644957, compound

HRID 2414618Notes

Reaction equation

HRID 2414618 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:15]([CH3:27])[CH:16]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:17]([O:19]C)=[O:18])(=[O:14])=[O:13])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4].[OH-].[K+]>CO.O.C1COCC1>[CH2:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([S:12]([N:15]([CH3:27])[CH:16]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:17]([OH:19])=[O:18])(=[O:13])=[O:14])=[CH:10][CH:11]=1)[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 22645017HCID 22645017, compound

Product 1

HCID 22644957HCID 22644957, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A solution of 1.50 g of methyl 2-[{[4-(2-butynyloxy)phenyl]-sulfonyl}(methyl)amino]-2-phenylacetate and 1.50 g of KOH in a methanol/water/THF mixture was stirred at room temperature for 18 hours. The solution was then evaporated, the residue was dissolved in water and then acidified with 2N hydrochloric acid, and the precipitate was collected and dried to give 1.07 g of 2-[{[4-(2-butynyloxy)-phenyl]sulfonyl}(methyl)amino]-2-phenylacetic acid as colorless crystals, Calc'd for C19H19NO5S: C, 61.11; H,5.13; N,3.75. Found: C,60.66; H,5.16; N,3.53.

Workup

  1. customThe solution was then evaporated
  2. dissolutionthe residue was dissolved in water
  3. customthe precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-406b083c21754ce88f1be51c6fd1d7c3
Source dataset
uspto-grants-2004_11
Patent number
US06812227B2

Reaction notes

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