Water → HCID 66611285, compound

HRID 2204677Notes

Reaction equation

HRID 2204677 reaction equation
[Br:1][C:2]1[C:3]([CH2:26][N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[CH:4][C:5]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:6]([CH:17]=1)[C:7]([O:9]CC1C=CC=CC=1)=[O:8].[OH-].[Li+].O>O1CCCC1>[Br:1][C:2]1[C:3]([CH2:26][N:27]2[CH2:28][CH2:29][O:30][CH2:31][CH2:32]2)=[CH:4][C:5]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[C:6]([CH:17]=1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 66611442HCID 66611442, compound

Product 1

HCID 66611285HCID 66611285, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of phenylmethyl 5-bromo-4-(4-morpholinylmethyl)-2-[(phenylmethyl)oxy]benzoate (may be prepared as described in Description 6; 379 mg, 0.76 mmol) in tetrahydrofuran (6 ml) was added lithium hydroxide (110 mg, 4.58 mmol) followed by water (1.5 ml). The reaction was stirred over the weekend, the solvent removed in vacuo and purified by MDAP to yield the title compound as a solid. 249 mg.

Workup

  1. customthe solvent removed in vacuo
  2. custompurified by MDAP

Sources & evidence

ORD record
ord-64e50f9b1e504541991292568cc3b1df
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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