Ethanol → Ethyl 6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylate

HRID 1903209Notes

Reaction equation

HRID 1903209 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2[CH2:6][CH:7]([C:9]([OH:11])=[O:10])[O:8][C:4]=2[C:3]=1[Cl:14].OS(O)(=O)=O.[CH2:20](O)[CH3:21]>>[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2[CH2:6][CH:7]([C:9]([O:11][CH2:20][CH3:21])=[O:10])[O:8][C:4]=2[C:3]=1[Cl:14]

Participants

4

Procedure

A solution of 50 g. of crude 6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylic acid in 500 ml. absolute ethanol was treated with 3 ml. concentrated H2SO4 at reflux for 5 hours under a Soxhlet extractor containing 3A molecular sieves. The solution was then evaporated to dryness, redissolved in ethyl acetate, and washed with agueous saturated NaCl, aqueous saturated NaHCO3, and again aqueous saturated NaCl.

Workup

  1. customThe solution was then evaporated to dryness
  2. dissolutionredissolved in ethyl acetate
  3. washwashed with agueous saturated NaCl, aqueous saturated NaHCO3, and again aqueous saturated NaCl

Sources & evidence

ORD record
ord-76a2a6047ec749e7bdff3c4b5dd49585
Source dataset
uspto-grants-1984_03
Patent number
US04435422

Reaction notes

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