Methanol → HCID 69911779, compound

HRID 353543Notes

Reaction equation

HRID 353543 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([C:15]2([C:23]([O:25]CC)=[O:24])[CH2:20][CH2:19][CH2:18][N:17]([CH2:21][CH3:22])[CH2:16]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4].CO.[OH-].[Na+]>C1COCC1>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([C:15]2([C:23]([OH:25])=[O:24])[CH2:20][CH2:19][CH2:18][N:17]([CH2:21][CH3:22])[CH2:16]2)(=[O:13])=[O:14])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4].[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([C:15]2([C:23]([OH:25])=[O:24])[CH2:20][CH2:19][CH2:18][N:17]([CH2:21][CH3:22])[CH2:16]2)(=[O:13])=[O:14])=[CH:8][CH:7]=1)[C:2]#[C:3][CH3:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 23513835HCID 23513835, compound

Product 1

HCID 69911779HCID 69911779, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-ethyl-3-piperidinecarboxylic acid 3-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-ethyl-3-piperidinecarboxylic acid was prepared starting from ethyl 3-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-ethyl-3-piperidinecarboxylate (3.2 g, 8.0 mmol) dissolved in THF:Methanol (15:25 ml) and NaOH (15 ml). The resulting reaction mixture was worked up as outlined in example 1 (step 7). Yield 2.11 g (71%), white solid: mp 159.2° C.; MS (ES): m/z 366.3 (M+H)+.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-52627366fdde49e981c4fb88201c013d
Source dataset
uspto-grants-2004_06
Patent number
US06753337B2

Reaction notes

Loading…