Methanol → HCID 54104412, compound

HRID 597593Notes

Reaction equation

HRID 597593 reaction equation
[CH3:1][NH:2][S:3]([O:6][C:7]1[CH:8]=[CH:9][C:10]2[O:14][CH:13]([OH:15])[C:12]([CH3:17])([CH3:16])[C:11]=2[CH:18]=1)(=[O:5])=[O:4].[CH3:19]O>S(=O)(=O)(O)O.C(N(CC)CC)C>[CH3:1][NH:2][S:3]([O:6][C:7]1[CH:8]=[CH:9][C:10]2[O:14][CH:13]([O:15][CH3:19])[C:12]([CH3:16])([CH3:17])[C:11]=2[CH:18]=1)(=[O:4])=[O:5]

Participants

5

Reactant 2

HCID 887MethanolHCID 21445743HCID 21445743, compound

Product 1

HCID 54104412HCID 54104412, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 8471TriethylamineSolvent

Procedure

4 drops of concentrated sulfuric acid was added to a solution of 22.5 parts of 2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran-5-yl methylaminosulfonate in 200 parts of methanol. The mixture was subsequently boiled for 30 minutes under reflux, and then cooled. The mixture was neutralized with triethylamine and concentrated to dryness in vacuo. Treatment of the viscous residue with a mixture of ether and n-hexane gave crystals of 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran -5-yl methylaminosulfonate; melting point: 89° to 91°C.

Workup

  1. temperatureunder reflux
  2. temperaturecooled
  3. concentrationconcentrated to dryness in vacuo
  4. additionTreatment of the viscous residue with a mixture of ether and n-hexane

Sources & evidence

ORD record
ord-33c1efd6ea54419c84a880299464a20e
Source dataset
uspto-grants-1977_03
Patent number
US04014904

Reaction notes

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