Water → HCID 70981252, compound

HRID 590903Notes

Reaction equation

HRID 590903 reaction equation
C([O:3][C:4]([C:6]1[S:7][C:8]2[C:9]([CH:44]=1)=[CH:10][C:11]1[C:12]([O:35][CH2:36][CH:37]([CH2:42][CH3:43])[CH2:38][CH2:39][CH2:40][CH3:41])=[C:13]3[S:29][C:28]([C:30]([O:32]CC)=[O:31])=[CH:27][C:14]3=[CH:15][C:16]=1[C:17]=2[O:18][CH2:19][CH:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][CH3:24])=[O:5])C.O.[OH-].[Li+]>C1COCC1.CO>[CH2:25]([CH:20]([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:19][O:18][C:17]1[C:16]2[CH:15]=[C:14]3[CH:27]=[C:28]([C:30]([OH:32])=[O:31])[S:29][C:13]3=[C:12]([O:35][CH2:36][CH:37]([CH2:42][CH3:43])[CH2:38][CH2:39][CH2:40][CH3:41])[C:11]=2[CH:10]=[C:9]2[CH:44]=[C:6]([C:4]([OH:5])=[O:3])[S:7][C:8]=12)[CH3:26]

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 89961925HCID 89961925, compound

Product 1

HCID 70981252HCID 70981252, compoundYield 760%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

0.06 g of 5,10-bis(2-ethylhexyloxy)-1,6-dithia-dicyclopenta[b,g]naphthalene-2,7-dicarboxylic acid diethyl ester (0.009 mmol) was dissolved in 0.5 mL of THF:Methanol (1:1), and 0.2 mL of water and 0.01 g of lithium hydroxide (0.04 mmol) were added thereto and stirred at room temperature for 8 hours. Again, the mixture was further stirred at 50° C. for 8 hours, the solvent was removed, and a temperature was lowered to 0° C., and the resultant was acidified by 2N HCl solution, thereby obtaining 0.04 g of the title compound (74.0%).

Workup

  1. stirringAgain, the mixture was further stirred at 50° C. for 8 hours
  2. customthe solvent was removed
  3. customwas lowered to 0° C.

Sources & evidence

ORD record
ord-42c11ae563e647699bb0ee65cb204937
Source dataset
uspto-grants-2016_01
Patent number
US09236573B2

Reaction notes

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