Diethyl Ether → HCID 13426372, compound

HRID 585024Notes

Reaction equation

HRID 585024 reaction equation
C1[CH2:5][CH:4]=[CH:3]C=1.[C:6]12[C:14](=[O:15])[O:13][C:11](=[O:12])[C:7]=1[CH2:8][CH2:9][CH2:10]2.[CH2:16](OCC)[CH3:17]>ClCCl>[C:6]123[CH2:5][CH2:4][CH2:3][C:7]1([C:11](=[O:12])[O:13][C:14]2=[O:15])[CH:8]1[CH2:9][CH:10]3[CH:16]=[CH:17]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7612CyclopentadieneHCID 3248541H,3H,4H,5H,6H-cyclopenta(c)furan-1,3-dione

Product 1

HCID 13426372HCID 13426372, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The structure-directing agent (SDA) 8-azonia-8,8-diethyltetracyclo[4.3.3.12,5.01,6]tridec-3-ene cation is synthesized according to the procedure described below. To a solution of freshly cracked cyclopentadiene (40 grams) in 1200 ml of dichloromethane is added 1-cyclopentene-1,2-dicarboxylic acid anhydride (30 grams). The reaction is stirred at room temperature for several days. The desired product, 8-oxa-tetracyclo[4.3.3.12,5.01,6]tridec-3-ene-7,9-dione, is isolated by recrystallization (after stripping off solvent) from 2/1 ethyl ether, dichloromethane with refrigeration.

Workup

  1. customThe structure-directing agent (SDA) 8-azonia-8,8-diethyltetracyclo[4.3.3.12,5.01,6]tridec-3-ene cation is synthesized

Sources & evidence

ORD record
ord-69470a2835874add99accadfda3b8fff
Source dataset
uspto-grants-2005_08
Patent number
US06929789B2

Reaction notes

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