Lithium hydroxide, monohydrate → HCID 117818950, compound

HRID 1481319Notes

Reaction equation

HRID 1481319 reaction equation
C[O:2][C:3]([C:5]1([F:14])[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[O:7][CH2:6]1)=[O:4].O[Li].O>CCO.CO.O.CCOC(C)=O>[F:14][C:5]1([C:3]([OH:4])=[O:2])[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[O:7][CH2:6]1

Participants

7

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 117819032HCID 117819032, compound

Product 1

HCID 117818950HCID 117818950, compound

Reagents, catalysts & solvents 4

HCID 702EthanolSolventHCID 887MethanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-fluoro-2,3-dihydrofuro[2,3-b]pyridine-3-carboxylic acid methyl ester (0.30 mmol) in 3 mL EtOH and 2 mL MeOH was added a solution of LiOH.H2O (0.33 mmol) in 1 mL H2O. The reaction was stirred at RT for 50 min. The reaction mixture was diluted with 10 mL EtOAc and extracted twice with water. The water phase was acidified to pH 3 and extracted 3 times with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo to obtain the desired product as white solid.

Workup

  1. extractionextracted twice with water
  2. extractionextracted 3 times with EtOAc
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e478d2fd0caa47859f342e1fbc53b8b4
Source dataset
uspto-grants-2016_08
Patent number
US09409917B2

Reaction notes

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