Isobutanol → HCID 69037483, compound

HRID 2251241Notes

Reaction equation

HRID 2251241 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([S:10](=[O:14])(=[O:13])[NH:11][CH3:12])[CH:7]=[CH:6][C:5]=1[OH:15].[CH3:17][CH:18]([CH3:21])[CH2:19]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>C1COCC1>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([S:10](=[O:14])(=[O:13])[NH:11][CH3:12])[CH:7]=[CH:6][C:5]=1[O:15][CH2:17][CH:18]([CH3:21])[CH3:19]

Participants

6

Reactant 4

HCID 6560IsobutanolHCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 230467632-Hydroxy-5-methylsulfamoyl-benzoic acid methyl ester

Product 1

HCID 69037483HCID 69037483, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 2.9 mmol 2-hydroxy-5-methylsulfamoyl-benzoic acid methyl ester, 3.1 mmol 2-methyl-1-propanol and 3.3 mmol triphenylphosphine in 10 ml THF was added 3.1 mmol di-tert-butyl azodicarboxylate, and the mixture was stirred at RT for 2 h. The mixture was then concentrated in vacuo. The residue was chromatographed on silica gel (eluant: ethyl acetate/heptane 2:3) to afford the title compound. MS (m/e): 300.2 ([M−H]−, 100%)

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. customThe residue was chromatographed on silica gel (eluant: ethyl acetate/heptane 2:3)

Sources & evidence

ORD record
ord-b0ffea8409a740539242ae9be60f7cf4
Source dataset
uspto-grants-2008_01
Patent number
US07319099B2

Reaction notes

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