Toluene → HCID 54217948, compound

HRID 650846Notes

Reaction equation

HRID 650846 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:6]=[CH:7][C:8]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH2:16])=[O:9].C1(C)C=CC=CC=1.[CH2:29]([O:31][SiH:32]([O:36][CH2:37][CH3:38])[O:33][CH2:34][CH3:35])[CH3:30]>C(O)(C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:6]=[CH:7][C:8]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][Si:32]([O:36][CH2:37][CH3:38])([O:33][CH2:34][CH3:35])[O:31][CH2:29][CH3:30])=[O:9]

Participants

5

Reactant 3

HCID 1140TolueneHCID 13830TriethoxysilaneHCID 70241629HCID 70241629, compound

Product 1

HCID 54217948HCID 54217948, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 0.50 g of hex-5-enyl 3,4-dimethoxycinnamate, 1.0 ml of toluene, 2.9 ml of triethoxysilane and 0.02 ml of a solution of 134 mg of hexachloro(IV) platinic acid hexahydrate in 10 ml of isopropanol is allowed to react overnight at 40° C. The reaction mixture is then cooled to room temperature and filtered over a silica gel pad and the filtrate is completely evaporated down. Chromatography of the residue over silica gel gives 6-triethoxysilanylhexyl 3,4-dimethoxycinnamate.

Workup

  1. customto react overnight at 40° C
  2. filtrationfiltered over a silica gel pad
  3. customthe filtrate is completely evaporated down

Sources & evidence

ORD record
ord-deca8aa554c144deb4eab87a8ba250e8
Source dataset
uspto-grants-2001_08
Patent number
US06277502B1

Reaction notes

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