Acetic Anhydride → HCID 22293500, compound

HRID 966986Notes

Reaction equation

HRID 966986 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[C:8]1([C:14]2([CH2:24][NH:25][CH2:26][C:27]3[CH:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:30]=[C:29]([C:37]([F:40])([F:39])[F:38])[CH:28]=3)[CH2:23][CH2:22][C:17]3([O:21][CH2:20][CH2:19][O:18]3)[CH2:16][CH2:15]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>N1C=CC=CC=1>[C:8]1([C:14]2([CH2:24][N:25]([CH2:26][C:27]3[CH:32]=[C:31]([C:33]([F:34])([F:35])[F:36])[CH:30]=[C:29]([C:37]([F:39])([F:40])[F:38])[CH:28]=3)[C:1](=[O:3])[CH3:2])[CH2:23][CH2:22][C:17]3([O:21][CH2:20][CH2:19][O:18]3)[CH2:16][CH2:15]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22293590HCID 22293590, compound

Product 1

HCID 22293500HCID 22293500, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (2 mL) was added to a solution of N-[(8-phenyl-1,4-dioxaspiro[4.5]decan-8-yl)methyl]-3,5-bis(trifluoromethyl)benzenemethanamine (Example 19, 291 mg, 0.61 mmol) in pyridine (5 mL) and the mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate (25 mL). The mixture was washed with aqueous copper sulphate (5%, 2×25 mL) and brine (25 mL), dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound (316 mg, 100%). m/z (ES+) 516 (M+1).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (25 mL)
  3. washThe mixture was washed with aqueous copper sulphate (5%, 2×25 mL) and brine (25 mL)
  4. dry with materialdried (MgSO4)
  5. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4fe7e24cdb574e8bb4c13ef3e17eb1de
Source dataset
uspto-grants-2005_10
Patent number
US06953792B2

Reaction notes

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