Triethylamine → HCID 86602510, compound

HRID 656324Notes

Reaction equation

HRID 656324 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][C:5]2([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[O:8]2)[CH2:4][CH2:3]1.C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>C(Cl)Cl>[CH3:24][S:25]([O:1][CH:2]1[CH2:3][CH2:4][C:5]2([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[O:8]2)[CH2:6][CH2:7]1)(=[O:27])=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 21334876HCID 21334876, compound

Product 1

HCID 86602510HCID 86602510, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At r.t to the mixture of 4′-hydroxy-3H-spiro[2-benzofuran-1,1′-cyclohexan]-3-one (100 mg, 0.46 mmol), triethylamine (192 μL, 1.37 mmol) in methylene chloride (2 mL) was added methanesulfonyl chloride (42.6 μL, 0.55 mmol) with stirring. The mixture was stirred at r.t. overnight, then quenched with water and extracted with ethyl acetate. The extract was washed with water, then brine once; and dried over anhydrous sodium sulfate. After removal of solid, the solution was concentrated to yield 120 mg of 3-oxo-3H-spiro[2-benzofuran-1,1′-cyclohexan]-4′-yl methanesulfonate (yield: 88%).

Workup

  1. stirringThe mixture was stirred at r.t. overnight
  2. customquenched with water
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialand dried over anhydrous sodium sulfate
  6. customAfter removal of solid
  7. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-b972ef8eac524c24a6505b74699ad6ea
Source dataset
uspto-grants-2011_12
Patent number
US08071624B2

Reaction notes

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