Triethylamine → HCID 54503705, compound

HRID 2380405Notes

Reaction equation

HRID 2380405 reaction equation
[CH2:1]1[O:17][C:4]2([CH:8]([OH:9])[CH2:7][C:6]3([CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]3)[N:5]2[CH3:16])[O:3][CH2:2]1.C(N(CC)CC)C.[CH3:25][S:26](Cl)(=[O:28])=[O:27]>C(Cl)Cl>[CH2:2]1[O:3][C:4]2([CH:8]([O:9][S:26]([CH3:25])(=[O:28])=[O:27])[CH2:7][C:6]3([CH2:10][CH2:11][C:12](=[O:15])[CH2:13][CH2:14]3)[N:5]2[CH3:16])[O:17][CH2:1]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 57307054HCID 57307054, compound

Product 1

HCID 54503705HCID 54503705, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of 3-hydroxy-1-methyl-1-azaspiro[4.5]decane-2,8-dione ethylene ketal (1.0 g), triethylamine (1.73 mL) and methylene chloride (10 mL) was added methanesulfonyl chloride (950 mg) dissolved in methylene chloride (5 mL) in a dropwise fashion at 0° C. After 30 min the reaction mixture was washed with water, the organic layer dried over magnesium sulfate and the solvent was removed in vacuo. The resulting residue was filtered through silica gel with ethyl acetate as the eluent to afford 3-mesyloxy-1-methyl-1-azaspiro[4.5]decane-2,8-dione ethylene ketal as an oil.

Workup

  1. washAfter 30 min the reaction mixture was washed with water
  2. dry with materialthe organic layer dried over magnesium sulfate
  3. customthe solvent was removed in vacuo
  4. filtrationThe resulting residue was filtered through silica gel with ethyl acetate as the eluent

Sources & evidence

ORD record
ord-666573d3748d42579f925d0c0c138cc9
Source dataset
uspto-grants-1994_11
Patent number
US05367077

Reaction notes

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