Acetic Anhydride → HCID 11997230, compound

HRID 1985713Notes

Reaction equation

HRID 1985713 reaction equation
P(O)(O)(O)=O.[CH3:6][C@@H:7]1[CH2:19][NH:18][CH2:17][C@@H:16]2[N:8]1[C:9]1[N:10]=[C:11]3[CH2:22][O:21][CH2:20][C:12]3=[CH:13][C:14]=1[CH2:15]2.[C:23](OC(=O)C)(=[O:25])[CH3:24].[OH-].[Na+]>O.ClCCl>[CH3:6][C@@H:7]1[CH2:19][N:18]([C:23](=[O:25])[CH3:24])[CH2:17][C@@H:16]2[N:8]1[C:9]1[N:10]=[C:11]3[CH2:22][O:21][CH2:20][C:12]3=[CH:13][C:14]=1[CH2:15]2

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 67238598HCID 67238598, compound

Product 1

HCID 11997230HCID 11997230, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.33 (5R,8aR)-5-Methyl-1,3,5,6,7,8,8a,9-octahydro-2-oxa-4,4b,7-triaza-cyclopenta[b]fluorene dihydrogenphosphate in 4 ml water was added a solution of 1.3 ml acetic acid anhydride in 4 ml dichloromethane and the pH of the mixture was adjusted to 12.00 by addition of 1N aqueous sodium hydroxide. The mixture was stirred at room temperature for 15 minutes. The phases were separated and the organic phase was washed with 10% aqueous citric acid, saturated aqueous sodium bicarbonate and brine dried over sodium sulfate and evaporated to dryness to yield 0.25 g of the title compound as slightly yellow oil (MS: 274.1 (M+H+)).

Workup

  1. customThe phases were separated
  2. washthe organic phase was washed with 10% aqueous citric acid, saturated aqueous sodium bicarbonate and brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-ea1dc6140a8644a7ab18a50d1b596eb9
Source dataset
uspto-grants-2009_06
Patent number
US07547699B2

Reaction notes

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