Acetic Anhydride → HCID 22672035, compound

HRID 1006556Notes

Reaction equation

HRID 1006556 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])=[C:7]([O:21][CH3:22])[CH:6]=1)([OH:4])[CH3:3].[C:23](OC(=O)C)(=[O:25])[CH3:24]>C(Cl)Cl.C(N(CC)CC)C>[CH3:3][C:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[C:23](=[O:25])[CH3:24])=[C:7]([O:21][CH3:22])[CH:6]=1)([OH:4])[CH3:1]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 22672167HCID 22672167, compound

Product 1

HCID 22672035HCID 22672035, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

To a solution of 1-methyl-1-(4-phenylsulfonylamino-3-methoxyphenyl)-ethanol (2.65 g; prepared in Reference Example 38.) in methylene chloride (15 ml), acetic anhydride (3.05 ml) and triethylamine (4.60 ml) were added. The mixture was stirred overnight at room temperature. The solvent was distilled off. The residue was purified on silica gel column chromatography (hexane:AcOEt=3:4) to give the title compound (2.33 g) having the following physical data.

Workup

  1. distillationThe solvent was distilled off
  2. customThe residue was purified on silica gel column chromatography (hexane:AcOEt=3:4)

Sources & evidence

ORD record
ord-17cc70c6948e4bbf85420827b81b31d7
Source dataset
uspto-grants-2004_09
Patent number
US06790866B2

Reaction notes

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