HCID 18961261, compound → HCID 18961264, compound

HRID 1708260Notes

Reaction equation

HRID 1708260 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:8]2[O:12][C:11](=[O:13])[CH:10]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]([O:24][CH2:25]C)=[O:23])=[CH:16][CH:15]=3)[C:9]=2[CH:27]=1)([CH3:4])([CH3:3])[CH3:2]>CO>[C:1]([C:5]1[CH:6]=[C:7]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:8]2[O:12][C:11](=[O:13])[CH:10]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]([O:24][CH3:25])=[O:23])=[CH:16][CH:15]=3)[C:9]=2[CH:27]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 18961261HCID 18961261, compound2×

Product 1

HCID 18961264HCID 18961264, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5.0 g (11.8 mmol) of 5,7-di-tert-butyl-3-(4-ethoxycarbonylmethoxyphenyl)benzofuran-2-one (Compound (113), Example 6) and 2 g of strong acidic ion exchanger (Dowex) in 50 ml of methanol is refluxed for 4 hours. The reaction mixture is filtered, and the filtrate is concentrated on a vacuum rotary evaporator. Crystallisation of the residue from ligroin gives 3.0 g (62%) of 5,7-di-tert-butyl-3-(4-methoxycarbonylmethoxyphenyl)benzofuran-2-one, melting point 115°-117° C. (Compound 115), Table 1).

Workup

  1. temperatureis refluxed for 4 hours
  2. filtrationThe reaction mixture is filtered
  3. concentrationthe filtrate is concentrated on a vacuum rotary evaporator
  4. customCrystallisation of the residue from ligroin

Sources & evidence

ORD record
ord-8fbcdfab14c541be94e9bf0c1679a3f9
Source dataset
uspto-grants-1994_10
Patent number
US05356966

Reaction notes

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