tert-butyl 6-(4-methylphenyl)-2H-1-benzopyran-3-carboxylate → 6-(4-methylphenyl)-2H-1-benzopyran-3-carboxylic acid

HRID 2228205Notes

Reaction equation

HRID 2228205 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[O:16][CH2:15][C:14]([C:17]([O:19]C(C)(C)C)=[O:18])=[CH:13][C:12]=3[CH:24]=2)=[CH:4][CH:3]=1.Cl.C(OCC)(=O)C>CCCCCC>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]3[O:16][CH2:15][C:14]([C:17]([OH:19])=[O:18])=[CH:13][C:12]=3[CH:24]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 10615821tert-butyl 6-(4-methylphenyl)-2H-1-benzopyran-3-carboxylateHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 105396746-(4-methylphenyl)-2H-1-benzopyran-3-carboxylic acidYield 86.4%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To tert-butyl 6—(4-methylphenyl)-2H-1-benzopyran-3-carboxylate (3.00 g) was added 4N hydrochloric acid-ethyl acetate (10 ml) at room temperature, and the mixture was stirred for 16 hours. To the reaction mixture was added hexane, and crystal was collected by filtration and washed with hexane to give 6—(4-methylphenyl)-2H-1-benzopyran-3-carboxylic acid (2.14 g) as pale yellow crystals.

Workup

  1. filtrationwas collected by filtration
  2. washwashed with hexane

Sources & evidence

ORD record
ord-975ffbc8246b4e1f9e241015079565ce
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

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