Hydrochloric Acid → HCID 18509161, compound

HRID 1356563Notes

Reaction equation

HRID 1356563 reaction equation
Cl.N[C:3]1[O:4][C:5]2[C:21]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:20][C:19]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:18][C:6]=2[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1.C[OH:31]>O>[C:26]([C:19]1[CH:20]=[C:21]([C:22]([CH3:23])([CH3:24])[CH3:25])[C:5]2[O:4][C:3](=[O:31])[CH:7]([C:8]3[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=3)[C:6]=2[CH:18]=1)([CH3:28])([CH3:27])[CH3:29]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 18509163HCID 18509163, compound2×

Product 1

HCID 18509161HCID 18509161, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.20 ml (0.40 mmol) of 2N HCl is added at room temperature to a solution of 50 mg (0.13 mmol) of 2-amino-5,7-di-tert-butyl-3-(3,4-dimethoxyphenyl)-benzofurane [compound (303), Table 3, prepared according to Example 3a] in 2 ml methanol and stirred at room temperature for one hour. The reaction mixture is diluted with water and extracted three times with ethyl acetate. The organic phases are combined, dried over sodium sulfate and concentrated using a vacuum rotary evaporator. The residue yields 41 mg (82%) of 5,7-di-tert-butyl-3-(3,4-dimethoxyphenyl-3H-benzofuran-2-one (compound (103), Table 1), viscous oil.

Workup

  1. extractionextracted three times with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customa vacuum rotary evaporator

Sources & evidence

ORD record
ord-cb7592b902a64d21a39ee83725caa897
Source dataset
uspto-grants-2003_07
Patent number
US06586606B2

Reaction notes

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