Sodium Methoxide → HCID 20205037, compound

HRID 978082Notes

Reaction equation

HRID 978082 reaction equation
C([O:4][C:5]1[C:6]2[C:19]([O:20]C(=O)C)=[CH:18][CH:17]=[CH:16][C:7]=2[S:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=O)C.C[O-].[Na+]>CO.C(O)(=O)C>[OH:4][C:5]1[C:6]2[C:19]([OH:20])=[CH:18][CH:17]=[CH:16][C:7]=2[S:8][C:9]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 20205036HCID 20205036, compound

Product 1

HCID 20205037HCID 20205037, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 887MethanolSolvent

Procedure

A solution of 3,4-diacetoxy-2-phenylbenzo[b]thiophene (28 mg) in methanol (5 ml) was treated with a catalytic amount of sodium methoxide for 18 hours at room temperature. One drop of acetic acid was added, and the solution was evaporated. The residue was dissolved in dichloromeethane, filtered and the filtrate evaporated to give 3,4-dihydroxy-2-phenylbenzo[b]thiophene as a light yellow solid; yield 20 mg; m/z 242 (M+.).

Workup

  1. customthe solution was evaporated
  2. dissolutionThe residue was dissolved in dichloromeethane
  3. filtrationfiltered
  4. customthe filtrate evaporated

Sources & evidence

ORD record
ord-a41cc81464e94cd2956b56f682e2372f
Source dataset
uspto-grants-1987_05
Patent number
US04663344

Reaction notes

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