Methanol → HCID 66817752, compound

HRID 1755107Notes

Reaction equation

HRID 1755107 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([S:11](/[CH:14]=[CH:15]/[C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][C:17]=3[CH3:25])(=[O:13])=[O:12])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.CO.[H][H]>C1COCC1>[O:4]1[C:5]2([CH2:6][CH2:7][N:8]([S:11]([CH2:14][CH2:15][C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][C:17]=3[CH3:25])(=[O:13])=[O:12])[CH2:9][CH2:10]2)[O:1][CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 887MethanolHCID 66817656HCID 66817656, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66817752HCID 66817752, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Pd(OH)2—C (20.0 g) was added to a solution of 4-[(E)-2-(1,4-dioxa-8-aza-spiro[4.5]decane-8-sulfonyl)-vinyl]-3-methyl-benzoic acid (20.0 g, 54.43 mmol) in THF (600 ml)-methanol (200 ml), and the mixture was stirred at room temperature overnight in a hydrogen atmosphere. The reaction mixture was filtered through celite, and the filtrate was then concentrated under reduced pressure to give 4-[2-(1,4-dioxa-8-aza-spiro[4.5]decane-8-sulfonyl)-ethyl]-3-methyl-benzoic acid as a white solid (18.23 g, 90.7%).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-3131993ad2394fbcaaf2eeffa7c8c0f8
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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