Potassium Hydroxide → HCID 14614335, compound

HRID 1789483Notes

Reaction equation

[C:1]1([C:7]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([CH2:12][CH2:13][C:14](=O)[CH2:15][CH2:16][CH2:17][CH2:18][C:19](=O)[CH2:20][CH2:21][C:22]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:23][C:24]([OH:26])=[O:25])[CH2:8][C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.NN.[OH-].[K+]>C(O)COCCOCCO.O>[C:1]1([C:7]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:23][C:24]([OH:26])=[O:25])[CH2:8][C:9]([OH:11])=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Conditions

Temperature: 120 °C

Procedure

0.27 g of 3,3,14,14-tetraphenyl-6,11-diketohexadecane-1,16-dioic acid prepared as described in Example 23 and 0.23 ml of 85% hydrazine hydrate were added to a solution of 0.4 g KOH in 10 ml of triethyleneglycol. The mixture was heated at 120° C. for 24 h, then heated to 195° C. with the evaporation of water followed by reflux for 7 h. The mixture was cooled, diluted with water, extracted with ether, acidified and extracted into ether. The ether extract was washed with water, dried over anhydrous magnesium sulfate and evaporated to dryness to yield the title compound. 58% yield.

Workup

temperatureby reflux for 7 h
temperatureThe mixture was cooled
extractionextracted with ether
extractionextracted into ether
extractionThe ether extract
washwas washed with water
dry with materialdried over anhydrous magnesium sulfate
customevaporated to dryness

Sources & evidence

ORD record: ord-145fe5702635444bbf4bf1aa20451280
Source dataset: uspto-grants-1987_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04689344

Reaction notes

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