Sodium Hydroxide → HCID 22261814, compound

HRID 1610618Notes

Reaction equation

HRID 1610618 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1([F:23])[O:13][C:12]2[CH:14]=[CH:15][C:16]([C:18](O)=[O:19])=[CH:17][C:11]=2[O:10][C:9]1([F:22])[F:21].[OH-].[Na+]>O1CCCC1>[F:23][C:8]1([F:7])[O:13][C:12]2[CH:14]=[CH:15][C:16]([CH2:18][OH:19])=[CH:17][C:11]=2[O:10][C:9]1([F:21])[F:22]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 222614602,2,3,3-Tetrafluoro-1,4-benzodioxane-6-carboxylic acid

Product 1

HCID 22261814HCID 22261814, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of lithium aluminum hydride (1.40 g, 36.89 mmol) in tetrahydrofuran (30 ml) was gradually added 2,2,3,3-tetrafluoro-2,3-dihydro-1,4-benzodioxine-6-carboxylic acid (4.65 g, 18.44 mmol) at 0° C. After the reaction solution was stirred at 0° C. for 10 min., 1N aqueous sodium hydroxide solution was added. Insoluble material was filtered off with celite and the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give the objective substance (3.54 g, 81%).

Workup

  1. customat 0° C
  2. filtrationInsoluble material was filtered off with celite
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1)
  5. customto give the objective substance (3.54 g, 81%)

Sources & evidence

ORD record
ord-ae3b8110be7c41b68a6ce18434e0e895
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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