Triethylamine → HCID 12629468, compound

HRID 1395638Notes

Reaction equation

HRID 1395638 reaction equation
C[O:2][C:3]1[C:4]2[C:9]([C:10]([C:17]3[C:19](=[O:20])[C:18]=3[C:21]3[C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[C:28]([O:35]C)=[C:27]4[C:22]=3[CH:23]=[CH:24][CH:25]=[CH:26]4)=[C:11]3[C:16]=1[CH:15]=[CH:14][CH:13]=[CH:12]3)=[CH:8][CH:7]=[CH:6][CH:5]=2.[Al+3].[Cl-].[Cl-].[Cl-].C(N(CC)CC)C>ClC1C=CC=CC=1>[OH:2][C:3]1[C:16]2[C:11]([C:10]([C:17]3[C:19](=[O:20])[C:18]=3[C:21]3[C:22]4[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=4)[C:28]([OH:35])=[C:29]4[C:34]=3[CH:33]=[CH:32][CH:31]=[CH:30]4)=[C:9]3[C:4]=1[CH:5]=[CH:6][CH:7]=[CH:8]3)=[CH:12][CH:13]=[CH:14][CH:15]=2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6451240Aluminum(III) ChlorideHCID 12629467HCID 12629467, compound

Product 1

HCID 12629468HCID 12629468, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

1.17 g of bis(9-methoxy-10-anthracenyl)cyclopropenone was dissolved in chlorobenzene, and refluxed for 12 hours with 250 mg of AlCl3. When disappearance of starting materials was complete, the cooled mixture was poured into ice water with a small amount of triethylamine therein, and the organic layer separated. The water layer was washed twice with CHCl3, and the combined organics washed with water, dried with CaCl2, and evaporated to give 0.92 g bis(9-hydroxy-10-anthracenyl)cyclopropenone as a maroon solid, i.r. 1810, 1600 cm. ##STR7##

Workup

  1. customthe organic layer separated
  2. washThe water layer was washed twice with CHCl3
  3. washthe combined organics washed with water
  4. dry with materialdried with CaCl2
  5. customevaporated

Sources & evidence

ORD record
ord-bb4ad37f565044f2b6a21b5dd1889e59
Source dataset
uspto-grants-1980_05
Patent number
US04205005

Reaction notes

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