Lithium Hydroxide → HCID 11965633, compound

HRID 1011453Notes

Reaction equation

HRID 1011453 reaction equation
C([O:3][C:4](=[O:26])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH:12]=[CH:13][C:14]3[O:18][N:17]=[C:16]([NH:19][CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22])[C:15]=3[CH:25]=2)[CH:6]=1)C.[Li+].[OH-]>CO>[CH2:20]([NH:19][C:16]1[C:15]2[CH:25]=[C:11]([C:7]3[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=3)[C:4]([OH:26])=[O:3])[CH:12]=[CH:13][C:14]=2[O:18][N:17]=1)[C:21]([CH3:24])([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 11965634HCID 11965634, compound

Product 1

HCID 11965633HCID 11965633, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl-3-(3-(neopentylamino)benzo[d]isoxazol-5-yl)benzoate (0.38 g, 1.08 mmol, 1 equiv.) in methanol (4 mL) was cooled to 0° C. and an aqueous solution LiOH*H2O (0.16 g, 2.16 mmol, 2 equiv./in H2O (1.5 mL)) added slowly. The reaction mixture was stirred for 15 h at RT and subsequently concentrated in a vacuum. The residue was absorbed in EtOAc (100 mL), washed with 10% aq. citric acid sol. (2×20 mL), dried (MgSO4) and the solvent removed in a vacuum. The desired product (0.34 g, 97%) is obtained in this manner.

Workup

  1. concentrationsubsequently concentrated in a vacuum
  2. customThe residue was absorbed in EtOAc (100 mL)
  3. washwashed with 10% aq. citric acid sol. (2×20 mL)
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed in a vacuum

Sources & evidence

ORD record
ord-781ab27edbe14b16959581149e815632
Source dataset
uspto-grants-2011_07
Patent number
US07977360B2

Reaction notes

Loading…