Lithium hydroxide, monohydrate → HCID 66873797, compound

HRID 249848Notes

Reaction equation

HRID 249848 reaction equation
[CH3:1][C@@H:2]1[N:7]([C:8]2[O:9][C:10]3[C:11](=[C:13]([C:17]([O:19]C)=[O:18])[CH:14]=[CH:15][CH:16]=3)[N:12]=2)[CH2:6][CH2:5][O:4][CH2:3]1.O.[OH-].[Li+:23]>O1CCOCC1.CO.O>[CH3:1][C@@H:2]1[N:7]([C:8]2[O:9][C:10]3[C:11](=[C:13]([C:17]([O-:19])=[O:18])[CH:14]=[CH:15][CH:16]=3)[N:12]=2)[CH2:6][CH2:5][O:4][CH2:3]1.[Li+:23]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 66873859HCID 66873859, compound

Product 1

HCID 66873797HCID 66873797, compound

Reagents, catalysts & solvents 1

HCID 22592949Dioxane methanol waterSolvent

Procedure

A solution of (S)-methyl 2-(3-methylmorpholino)benzoxazole-4-carboxylate (0.58 g, 2.1 mmol) in 1,4-dioxane/CH3OH/H2O (2:2:1, 8.5 mL) containing lithium hydroxide monohydrate (150 mg, 6.30 mmol) was stirred at room temperature 24 h. The reaction mixture was concentrated under reduced pressure and residual H2O was azeotropically removed with benzene (2×100 mL) to yield lithium (S)-2-(3-methylmorpholino)benzoxazole-4-carboxylate as a white solid which was used in the next step without further isolation or purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and residual H2O
  2. customwas azeotropically removed with benzene (2×100 mL)

Sources & evidence

ORD record
ord-0b647d8d49f84adcb4f9fea2f5c6a162
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

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