Sodium Hydroxide → HCID 58332202, compound

HRID 1891405Notes

Reaction equation

HRID 1891405 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:10]=[C:9]([C:11]([O:13]C)=[O:12])[O:8][N:7]=1.[OH-].[Na+]>O1CCCC1>[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[O:8][N:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58332204HCID 58332204, compound

Product 1

HCID 58332202HCID 58332202, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 3-(3-bromopropoxy)isoxazole-5-carboxylate (250 mg, 0.93 mmol) in tetrahydrofuran (1.5 mL) was treated with 1 N aqueous sodium hydroxide (2.0 mL) and the mixture was stirred at room temperature for 30 min. The mixture was concentrated in vacuo and was neutralized with 1N aqueous hydrochloric acid. The resulting precipitate was filtered and washed with water andried in vacuo to yield the pure product (230 mg, 99%). MF=C7H9BrNO4; LCMS calculated for C7H9BrNO4 (M+H)+: m/z=250.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-0cf2c63e3b7d45cd94c50d082dd95f09
Source dataset
uspto-grants-2013_08
Patent number
US08507541B2

Reaction notes

Loading…