Hydrochloric Acid → HCID 71014731, compound

HRID 1505639Notes

Reaction equation

HRID 1505639 reaction equation
C([O:3][C:4]([C:6]1(C(OCC)=O)[C:14]2[S:15][CH:16]=[CH:17][C:13]=2[C:12](C(OCC)=O)([C:18]([O:20]CC)=[O:19])[C:8]2[S:9][CH:10]=[CH:11][C:7]1=2)=[O:5])C.[OH-].[K+].OO.Cl>O1CCOCC1>[S:9]1[CH:10]=[CH:11][C:7]2[C:6]([C:4]([OH:5])=[O:3])=[C:14]3[C:13](=[C:12]([C:18]([OH:20])=[O:19])[C:8]1=2)[CH:17]=[CH:16][S:15]3

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14797Potassium HydroxideHCID 10972868HCID 10972868, compound

Product 1

HCID 71014731HCID 71014731, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

Benzo[1,2-b;4,5-b′]dithiophene-4,4,8,8-tetracarboxylic acid tetraethyl ester (95 g) was suspended in dioxane (2850 g) and KOH (356 g) under inert atmosphere and heated to 50° C. Hydrogenperoxide (111 g; w=35%) was added in portions over 3.5 hours and the suspension heated at 50° C. for 20 hours. The reaction mixture was acidified with 2M HCl (3500 g) and the yellow precipitate filtered off, washed with water and dried in vacuum to yield benzo[1,2-b;4,5-b′]dithiophene-4,8-dicarboxylic acid (50.6 g) in 92% yield.

Workup

  1. filtrationthe yellow precipitate filtered off
  2. washwashed with water
  3. customdried in vacuum

Sources & evidence

ORD record
ord-d183b81b53f54132b7a26233271af9fa
Source dataset
uspto-grants-2015_12
Patent number
US09216994B2

Reaction notes

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