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

HRID 1387944Notes

Reaction equation

HRID 1387944 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-bb18005601e24347adbf99b061beca61
Source dataset
uspto-grants-2001_07
Patent number
US06268354B1

Reaction notes

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