Diethyl Ether → HCID 86746829, compound

HRID 248348Notes

Reaction equation

HRID 248348 reaction equation
O=[C:2](/[CH:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6].[CH3:17][Si:18]([CH3:21])([CH3:20])Cl.N12CCCCC1C=NCCC2.C([O:35]CC)C>>[C:11]1([CH:10]=[CH:9][C:2]([Si:18]([CH3:21])([CH3:20])[CH3:17])=[CH:3][CH:4]([OH:35])[C:5]([O:7][CH3:8])=[O:6])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 4

HCID 3283Diethyl Ether2×HCID 6397ChlorotrimethylsilaneHCID 3141121,5-Diazabicyclo(5,4,0)undec-5-eneHCID 11127729Methyl (E)-4-oxo-6-phenyl-5-hexenoate

Product 1

HCID 86746829HCID 86746829, compound

Conditions

Temperature
0 °C

Procedure

3 g of the product of Step B , 45 ml of diethyl ether and 2.2 ml of trimethylchlorosilane were mixed together and after the mixture was cooled to 0° C., then 2.5 ml of 1,5-diaza-5-bicyclo-[5,4,0]-undecene (DBU) and 20 ml of diethyl ether were added. The mixture was stirred while allowing the temperature to rise to 20° to 21° C. for one hour. After filtration, the ether was evaporated off to obtain 4.2 g of the desired product which was used as is in the following step.

Workup

  1. filtrationAfter filtration
  2. customthe ether was evaporated off

Sources & evidence

ORD record
ord-79d28e346a9643198b0f6d7c0a86f992
Source dataset
uspto-grants-1993_05
Patent number
US05210093

Reaction notes

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