Lithium hydroxide, monohydrate → HCID 18518705, compound

HRID 1369014Notes

Reaction equation

HRID 1369014 reaction equation
O[Li].O.C[O:5][C:6]([C:8]1([OH:19])[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([F:18])[CH:16]=2)[O:11][CH2:10][CH2:9]1)=[O:7]>O.C1COCC1>[F:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[O:11][CH2:10][CH2:9][C:8]2([C:6]([OH:7])=[O:5])[OH:19]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 54549654HCID 54549654, compound

Product 1

HCID 18518705HCID 18518705, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of LiOH.H2O (0.95 g; 22.6 mmol) in water (30 mL) was added to a solution of 6-fluoro-4-hydroxychroman-4-yl-carboxylic acid, methyl ester (2.47 g; 10.9 mmol; from step (i) above) in THF (10 mL). The reaction mixture was stirred at room temperature for 2 days, THF was evaporated and the water phase was acidified with HCl (2M) and extracted with ethyl acetate. The organic layer was dried (Na2SO4) and evaporated, yielding the sub-title compound. Yield: 1.41 g (61%).

Workup

  1. customTHF was evaporated
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-be75e8f41e7a4de691bdbdd7ae29194d
Source dataset
uspto-grants-2003_06
Patent number
US06576657B2

Reaction notes

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