Methanol → HCID 22388256, compound

HRID 1072825Notes

Reaction equation

HRID 1072825 reaction equation
[C:1]([C:4]1[CH:14]=[CH:13][C:7]2[O:8][C:9]([CH2:11][CH3:12])=[CH:10][C:6]=2[CH:5]=1)([OH:3])=[O:2].S(=O)(=O)(O)O.[CH3:20]O>>[CH2:11]([C:9]1[O:8][C:7]2[CH:13]=[CH:14][C:4]([C:1]([O:3][CH3:20])=[O:2])=[CH:5][C:6]=2[CH:10]=1)[CH3:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 22388445HCID 22388445, compound

Product 1

HCID 22388256HCID 22388256, compound

Procedure

5-Carboxy-2-ethylbenzo[b]furan (2.48 g) and concentrated sulfuric acid (0.30 g) were stirred with heating in methanol (50 ml) at 60° C. for 16 hr. The reaction mixture was concentrated and chloroform was added. The mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate. The chloroform layer was separated, dried over magnesium sulfate and concentrated to give the objective compound (2.40 g).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionchloroform was added
  3. washThe mixture was washed with a saturated aqueous solution of sodium hydrogencarbonate
  4. customThe chloroform layer was separated
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-67040c428efc4c46bf726275999eb627
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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