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

HRID 1277189Notes

Reaction equation

HRID 1277189 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-9bdc8f28d7f647d4a0b0791b26276a00
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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