HCID 54377100, compound → HCID 53764636, compound

HRID 426878Notes

Reaction equation

HRID 426878 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[CH:10]=[CH:11][CH2:12][CH2:13][CH2:14][CH2:15]I.[CH3:17][CH2:18][C:19](=[O:25])[CH2:20][C:21](=[O:24])[CH2:22][CH3:23].[Li]>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[CH:10]=[CH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:20]([C:19](=[O:25])[CH2:18][CH3:17])[C:21](=[O:24])[CH2:22][CH3:23]

Participants

3

Reactant 2

HCID 54377100HCID 54377100, compoundHCID 86735746HCID 86735746, compound

Product 1

HCID 53764636HCID 53764636, compound

Procedure

4-[6-(2-Methoxy-4-chlorophenyl)-5-hexenyl] -3,5-heptanedione was prepared from 84 g. of 6-(2-methoxy-4-chlorophenyl)-5-hexenyl iodide and lithium 3,5-heptanedione (from 42 g. of 3,5-heptanedione and 2.6 g. of lithium hydride in 400 ml. of dimethylformamide). The product was chromatographed on silica gel and eluted with ethyl acetate-hexane 1:4 to give 56 g. of oil used directly in the next reaction without further purification.

Workup

  1. customThe product was chromatographed on silica gel
  2. washeluted with ethyl acetate-hexane 1:4
  3. customto give 56 g
  4. customof oil used directly in the next reaction without further purification

Sources & evidence

ORD record
ord-85c2a36e4b154f0ea9da1f7e4e1e5988
Source dataset
uspto-grants-1979_10
Patent number
US04171378

Reaction notes

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