Lithium Hydroxide → HCID 58203793, compound

HRID 1190723Notes

Reaction equation

HRID 1190723 reaction equation
C([O:3][C:4]([C:6]1[S:7][C:8]2[CH2:9][CH2:10][O:11][C:12]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:13]=3[C:14]=2[N:15]=1)=[O:5])C.[OH-].[Li+]>C1COCC1>[F:20][C:17]1[CH:18]=[CH:19][C:12]2[O:11][CH2:10][CH2:9][C:8]3[S:7][C:6]([C:4]([OH:5])=[O:3])=[N:15][C:14]=3[C:13]=2[CH:16]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 58203736HCID 58203736, compound

Product 1

HCID 58203793HCID 58203793, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolved 9-fluoro-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid ethyl ester (0.75 g, 2.6 mmol) in 30 mL THF and added 1 M Lithium Hydroxide (10 mL, 10 mmol). Allowed reaction mixture to stir for 2 hours at room temperature. Reaction was complete by LCMS. THF was removed by rotovap and the aqueous layer was acidified with 1 M HCl. The product was extracted by DCM and concentrated in vacuo to give 0.68 g (100% yield unpurified) of 9-fluoro-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid.

Workup

  1. customAllowed reaction mixture
  2. customReaction
  3. customTHF was removed by rotovap
  4. extractionThe product was extracted by DCM
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0f7d9a39cf6f4786ae7c53bb2d0b3b4d
Source dataset
uspto-grants-2014_03
Patent number
US08673952B2

Reaction notes

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