Water → HCID 66611704, compound

HRID 2204693Notes

Reaction equation

HRID 2204693 reaction equation
[Br:1][C:2]1[C:11]([CH2:12][N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[C:4]([OH:19])[CH:3]=1.[OH-].[Li+].O>O1CCCC1>[Br:1][C:2]1[C:11]([CH2:12][N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[C:4]([OH:19])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 66611279HCID 66611279, compound

Product 1

HCID 66611704HCID 66611704, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Methyl 4-bromo-2-hydroxy-5-(4-morpholinylmethyl)benzoate (may be prepared as described in Description 17; 350 mg, 0.96 mmol) was redissolved in tetrahydrofuran (4 ml) and lithium hydroxide (69 mg, 2.87 mmol) was added followed by water (1 ml). The mixture was heated at 50° C. for 1 hour. The mixture was cooled and the solvent removed in vacuo to yield the title compound as a brown oil. 302 mg.

Workup

  1. temperatureThe mixture was cooled
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-3d8941ef07894850bee7464186d9651e
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

Loading…