Sodium Hydroxide → 2,3-Dihydro-2,2-dimethyl-4-benzofurancarboxylic acid

HRID 1107547Notes

Reaction equation

HRID 1107547 reaction equation
C([CH:3]1[C:7]2=[C:8]([C:12]([OH:14])=[O:13])[CH:9]=[CH:10][CH:11]=[C:6]2[O:5][C:4]1([CH3:16])[CH3:15])C.[OH-].[Na+]>C(O)C>[CH3:15][C:4]1([CH3:16])[CH2:3][C:7]2=[C:8]([C:12]([OH:14])=[O:13])[CH:9]=[CH:10][CH:11]=[C:6]2[O:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18787499HCID 18787499, compound

Product 1

HCID 148382332,3-Dihydro-2,2-dimethyl-4-benzofurancarboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2,2-dimethyl-2,3-dihydro-benzofuran-4-carboxylic acid (10 g, 45 mmol) was heated to reflux with sodium hydroxide (16.3 ml of 10 N, 163 mmol) in ethanol (50 ml) for 2 hr. The mixture was concentrated in vacuo, diluted with water and made acidic with 12 N HCl. The precipitate was filtered and air dried (8.6 g, 100%).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additiondiluted with water
  3. filtrationThe precipitate was filtered
  4. customair dried (8.6 g, 100%)

Sources & evidence

ORD record
ord-4e43f578fc8549a1a8e9e8c649635a44
Source dataset
uspto-grants-2000_05
Patent number
US06060506

Reaction notes

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