Hydrochloric Acid → HCID 18433560, compound

HRID 2306195Notes

Reaction equation

HRID 2306195 reaction equation
CS([O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([Br:24])=[CH:11][CH:12]=[C:13]2[NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:8][CH:7]=1)(=O)=O.[OH-].[Na+].Cl>C1COCC1>[Br:24][C:10]1[C:9]2[C:14](=[CH:15][C:6]([OH:5])=[CH:7][CH:8]=2)[C:13]([NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18536179HCID 18536179, compound

Product 1

HCID 18433560HCID 18433560, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-bromo-1-tert-butoxycarbonylaminonaphth-7-yl methanesulfonate, as described above in Step B, (2.00 g, 4.80 mmol) in THF (50 mL) and 10% aqueous NaOH (85 mL) was heated to 65° C. for 60 hours. The cooled mixture was adjusted to pH of about 7 by addition of conc. aqueous HCl and concentrated to dryness under reduced pressure to provide the desired phenol.

Workup

  1. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-c1a2860af557469bb5528eaa7ef600c4
Source dataset
uspto-grants-2002_08
Patent number
US06441017B1

Reaction notes

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