Toluene → HCID 11096233, compound

HRID 1666909Notes

Reaction equation

HRID 1666909 reaction equation
[CH3:1][C:2]1([CH3:10])[O:7][C:6](=[O:8])C[C:4](=[O:9])[O:3]1.C(O)C=C.[C:15]1([CH3:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:20]([C:19]1([CH2:18][CH:17]=[CH2:16])[C:6](=[O:8])[O:7][C:2]([CH3:10])([CH3:1])[O:3][C:4]1=[O:9])[CH:15]=[CH2:21]

Participants

4

Reactant 3

HCID 1140TolueneHCID 7858Allyl AlcoholHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 11096233HCID 11096233, compound

Procedure

There were supplied to a 50 mL-round bottom flask 7.69 g of MOLECULAR SIEVES 3A, 35 mL of toluene, 49.7 mg of the above-produced Pd(OC6H5)3, 5.04 g of 2,2-dimethyl-1,3-dioxane-4,6-dione, and 4.9 ml of allyl alcohol, and the resultant mixture was stirred for 2 hours at 80° C. in an atmosphere of a nitrogen gas. The reaction mixture was filtered, and toluene contained in the filtrate was distilled away. The resultant residue was purified according to a column chromatography having a stationary phase of silica gel and a mobile phase of a mixed solvent consisting of 8 parts by weight of hexane and 1 part by weight of ethyl acetate, thereby obtaining 6.22 g of clear and oily isopropylidene diallylmalonate (monomer).

Workup

  1. filtrationThe reaction mixture was filtered
  2. distillationwas distilled away
  3. customThe resultant residue was purified

Sources & evidence

ORD record
ord-e86498d8fd004dbdb4a1ff38afc9fd13
Source dataset
uspto-grants-2011_10
Patent number
US08044159B2

Reaction notes

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