Hydrochloric Acid → HCID 70201449, compound

HRID 342460Notes

Reaction equation

HRID 342460 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[C:3]=1[C:4]([NH:6][C:7]1[C:12]2[O:13][C:14]([CH3:20])=[C:15]([C:16](O)([CH3:18])[CH3:17])[C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:5].Cl>C(OCC)(=O)C>[Cl:1][C:2]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[C:3]=1[C:4]([NH:6][C:7]1[C:12]2[O:13][C:14]([CH3:20])=[C:15]([C:16]([CH3:18])=[CH2:17])[C:11]=2[CH:10]=[CH:9][CH:8]=1)=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10068207FR167356

Product 1

HCID 70201449HCID 70201449, compoundYield 50.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 7-(2,6-dichlorobenzoylamino)-3-(1-hydroxy-1-methylethyl)-2-methylbenzo[b]furan (150 mg) in 4N-hydrogenchloride in ethyl acetate was refluxed for 2 hours. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel. The obtained oil was crystallized from a mixture of diethyl ether and hexane to give 7-(2,6-dichlorobenzoylamino)-2-methyl-3-(1-methylvinyl)benzo[b]furan (72 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by column chromatography on silica gel
  3. customThe obtained oil was crystallized from a mixture of diethyl ether and hexane

Sources & evidence

ORD record
ord-a958bcac110f42ff8363f2aa35ae02d6
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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