Benzene → HCID 73656211, compound

HRID 1885576Notes

Reaction equation

HRID 1885576 reaction equation
[O:1]1[CH:5]([C:6]2[S:7][C:8]([Cl:11])=[CH:9][CH:10]=2)[CH:2]1[CH:3]=O.C(P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:13].[CH:33]1[CH:38]=CC=CC=1>>[O:1]1[CH:5]([C:6]2[S:7][C:8]([Cl:11])=[CH:9][CH:10]=2)[CH:2]1[CH:3]=[CH:38][CH:33]=[O:13]

Participants

4

Reactant 3

HCID 241BenzeneHCID 19879312HCID 19879312, compoundHCID 178526109HCID 178526109, compound

Product 1

HCID 73656211HCID 73656211, compound

Procedure

A mixture of 0.4 g of crude (2RS,3SR)-2,3-epoxy-3-(5-chlorothiophen-2-yl)-propanal according to e) and 0.5 g of formyltriphenylphosphorane in 15 ml of benzene is stirred at room temperature for 4 hours. The clear solution is decanted off from the undissolved material and concentrated by evaporation. The residue is taken up in ether, decanted off from the undissolved material and again concentrated by evaporation. Chromatography with ether/hexane (2:1) on silica gel yields the title compound in the form of a pale-yellow solid.

Workup

  1. customThe clear solution is decanted off from the undissolved material
  2. concentrationconcentrated by evaporation
  3. customdecanted off from the undissolved material
  4. concentrationagain concentrated by evaporation

Sources & evidence

ORD record
ord-75814a564de74d13b5904672b633ae0c
Source dataset
uspto-grants-1992_09
Patent number
US05145868

Reaction notes

Loading…