Lithium hydroxide, monohydrate → HCID 89582819, compound

HRID 1501061Notes

Reaction equation

HRID 1501061 reaction equation
[O:1]([CH:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([O:19]C)=[O:18])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[Li+]>O1CCCC1.CO.O>[O:1]([CH:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]([OH:19])=[O:18])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 89582652HCID 89582652, compound

Product 1

HCID 89582819HCID 89582819, compoundYield 92.4%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 1-phenoxy-2,3-dihydro-1H-indene-5-carboxylate (400 mg, 1.49 mmol) in tetrahydrofuran, methanol and water (3:1:1, 20 mL) was added lithium hydroxide monohydrate (377 mg, 8.98 mmol). The mixture was stirred at room temperature for 2 hours. The mixture was concentrated in vacuo and quenched with hydrochloric acid aqueous (1N, 15 mL). Then the mixture was concentrated to give 1-phenoxy-2,3-dihydro-1H-indene-5-carboxylic acid (350 mg, 92%) as white solid. LRMS (M+H)− m/z: calcd 254.09. found 254.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customquenched with hydrochloric acid aqueous (1N, 15 mL)
  3. concentrationThen the mixture was concentrated

Sources & evidence

ORD record
ord-f8ecb248c38a47dda3a98e8c926fa929
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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