Methanesulfonyl chloride → HCID 86663847, compound

HRID 1022535Notes

Reaction equation

HRID 1022535 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[O:15][CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][CH:10]2[CH2:23][OH:24])[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:25][S:26](Cl)(=[O:28])=[O:27]>C(N(CC)CC)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[O:15][CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH2:11][CH:10]2[CH2:23][O:24][S:26]([CH3:25])(=[O:28])=[O:27])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 66975761HCID 66975761, compound

Product 1

HCID 86663847HCID 86663847, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To tert-butyl (6RS,7RS)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate (896 mg) were added triethylamine (0.50 mL) and methanesulfonyl chloride (0.26 mL) under ice-cooling, and the mixture was stirred for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate. The diluted solution was washed with 1 N hydrochloric acid, distilled water and brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.07 g).

Workup

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionthe residue was diluted with ethyl acetate
  4. washThe diluted solution was washed with 1 N hydrochloric acid
  5. distillationdistilled water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-07c75345d6d24e119977929ecee19a49
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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