Potassium Hydroxide → HCID 54251261, compound

HRID 1704176Notes

Reaction equation

HRID 1704176 reaction equation
[C:1]([CH:4]([CH2:10][CH2:11][CH:12]=[CH:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]2[O:22][CH2:23][O:24][C:18]=2[CH:17]=1)C(OCC)=O)(=[O:3])[CH3:2].[OH-].[K+]>CO>[CH2:23]1[O:22][C:19]2[CH:20]=[CH:21][C:16]([CH2:15][CH2:14][CH:13]=[CH:12][CH2:11][CH2:10][CH2:4][C:1](=[O:3])[CH3:2])=[CH:17][C:18]=2[O:24]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 53903795HCID 53903795, compound

Product 1

HCID 54251261HCID 54251261, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9-(3,4-Methylenedioxyphenyl)-6-nonen-2-one [XI; R" is CH3, Ar is 3,4-methylenedioxyphenyl, Y is CH=CHCH2CH2 ] was prepared from 27 g. of ethyl 2-acetyl-8-(3,4-methylenedioxyphenyl)-5-octenoate and potassium hydroxide in aqueous methanol according to the procedure described above in Example 2, part (b). The neutral fraction of the product was chromatographed on 390 g. of activated magnesium silicate and the column was eluted with pentane containing increasing amounts of benzene. The later fractions brought out the desired product, 12.3 g. of 9-(3,4-methylenedioxyphenyl)-6-nonen-2-one.

Workup

  1. customThe neutral fraction of the product was chromatographed on 390 g
  2. washof activated magnesium silicate and the column was eluted with pentane containing
  3. temperatureincreasing amounts of benzene

Sources & evidence

ORD record
ord-4fc731909b934c01a14e7736c4847141
Source dataset
uspto-grants-1978_11
Patent number
US04125714

Reaction notes

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