Potassium Hydroxide → HCID 67040324, compound

HRID 605127Notes

Reaction equation

HRID 605127 reaction equation
F[C:2]1[CH:17]=[CH:16][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)=[O:7])=[CH:4][C:3]=1[N+:18]([O-:20])=[O:19].[OH-].[K+].[C:23]([O:27][C:28](=[O:37])[NH:29][C:30]1[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=1)([CH3:26])([CH3:25])[CH3:24]>CS(C)=O.O>[C:23]([O:27][C:28](=[O:37])[NH:29][C:30]1[CH:31]=[CH:32][C:33]([O:36][C:2]2[CH:17]=[CH:16][C:5]([C:6](=[O:7])[NH:8][C:9]3[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=3)=[CH:4][C:3]=2[N+:18]([O-:20])=[O:19])=[CH:34][CH:35]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 2756771N-Boc-4-hydroxyanilineHCID 3651419HCID 3651419, compound

Product 1

HCID 67040324HCID 67040324, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To the product from Example 86B (1.77 g, 5.45 mmol), KOH (736 mg, 12.9 mmol), and (4-Hydroxy-phenyl)-carbamic acid tert-butyl ester (1.35 g, 6.45 mmol) were dissolved in DMSO and heated to 80° C. for 2 hrs. At this time the reaction mixture was cooled to room temperature and diluted with water. The title compound was then collected by filtration (380 mg, 12.7%).

Workup

  1. temperatureAt this time the reaction mixture was cooled to room temperature
  2. filtrationThe title compound was then collected by filtration (380 mg, 12.7%)

Sources & evidence

ORD record
ord-530e608278f14b2ca8cd0adf29515a68
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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