Sodium Hydroxide → HCID 14476366, compound

HRID 1974830Notes

Reaction equation

HRID 1974830 reaction equation
Br[CH:2]1[CH:11]([OH:12])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])[CH:9]=2)[O:4][C:3]1([CH3:20])[CH3:19].O1CCOCC1.[OH-].[Na+]>O>[CH3:19][C:3]1([CH3:20])[CH:2]2[O:12][CH:11]2[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])[CH:9]=2)[O:4]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 14476365HCID 14476365, compound

Product 1

HCID 14476366HCID 14476366, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

A mixture containing 2.9 g of 3-bromo-2,2-dimethyl-4-hydroxy-6-trifluoroacetylchromane, prepared in the previous step, 25 ml of dioxane, 0.5 g of sodium hydroxide pellets and 5 ml of water is stirred at 20° C. for 20 hours. After concentration under vacuum at 40° C., the residue is treated 4 times with 100 ml of ethyl ether and the extracts are then dried and concentrated under vacuum to give 2 g of a yellow oil.

Workup

  1. concentrationAfter concentration under vacuum at 40° C.
  2. additionthe residue is treated 4 times with 100 ml of ethyl ether
  3. customthe extracts are then dried
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-1d8eb7b404604e8abcd48dcece827a7f
Source dataset
uspto-grants-1994_02
Patent number
US05284838

Reaction notes

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