Ethanol → HCID 21412650, compound

HRID 2071790Notes

Reaction equation

HRID 2071790 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:11][C:10]=1[OH:20].S(=O)(=O)(O)O.[CH2:26](O)[CH3:27]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:19])[C:16]([O:18][CH2:26][CH3:27])=[O:17])=[CH:11][C:10]=1[OH:20]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 21320548HCID 21320548, compound

Product 1

HCID 21412650HCID 21412650, compound

Procedure

A solution of 2-(2',4'-difluoro-2-hydroxy-4-biphenylyl)propionic acid (4.5 g.) in absolute ethanol (50 ml.) containing concentrated sulphuric acid (2 ml.) was refluxed overnight (16 hours). After distillation of ethanol the residue was poured onto ice-water and the product was isolated in ether. The extracts were washed with dilute sodium bicarbonate dried and evaporated. The solid residue thus obtained was purified by two crystallisations from light petrol (b.p. 62°-68° C.), to give ethyl 2-(2',4'-difluoro-2-hydroxy-4-biphenylyl)propionate, m.p. 72°-73° C.

Workup

  1. temperaturewas refluxed overnight (16 hours)
  2. distillationAfter distillation of ethanol the residue
  3. additionwas poured onto ice-water
  4. customthe product was isolated in ether
  5. washThe extracts were washed with dilute sodium bicarbonate
  6. customdried
  7. customevaporated
  8. customThe solid residue thus obtained
  9. customwas purified by two crystallisations from light petrol (b.p. 62°-68° C.)

Sources & evidence

ORD record
ord-e456ac7499aa48e5bcf83caadea2ce1b
Source dataset
uspto-grants-1977_09
Patent number
US04048332

Reaction notes

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