Hydrochloric Acid → HCID 66720607, compound

HRID 883825Notes

Reaction equation

HRID 883825 reaction equation
[CH2:1]1[O:25][C:24]2[C:3](=[CH:4][C:5]3[C:22]([CH:23]=2)=[CH:21][C:20]2[C:19](=[O:26])[C:18]4[C:9](=[CH:10][C:11]5[C:16]([CH:17]=4)=[CH:15][CH:14]=[CH:13][CH:12]=5)[C:8](=[O:27])[C:7]=2[CH:6]=3)[O:2]1.C([BH-](CC)CC)C.[Li+].Cl>C1COCC1>[OH:27][CH:8]1[C:9]2[C:18](=[CH:17][C:16]3[C:11]([CH:10]=2)=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:19]([OH:26])[C:20]2[CH:21]=[C:22]3[C:5]([CH:4]=[C:3]4[O:2][CH2:1][O:25][C:24]4=[CH:23]3)=[CH:6][C:7]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 23154332HCID 23154332, compoundHCID 23664628Lithiumtriethylborohydride

Product 1

HCID 66720607HCID 66720607, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 57 mg of 2,3-methylenedioxy-6,13-pentacenequinone dissolved in 25 mL of THF was added to 1.6 mL of a 1 mol/1000 mL THF solution of lithium triethylborohydride, and they were allowed to react with each other at room temperature for 1 hour in a nitrogen atmosphere. The resulting solution was neutralized with diluted aqueous hydrochloric acid, and the organic phase was separated, concentrated and dried under a vacuum to produce 6,13-dihydro-6,13-dihydroxy-2,3-(methylendioxy)pentacene almost stoichiometrically.

Workup

  1. customto react with each other at room temperature for 1 hour in a nitrogen atmosphere
  2. customthe organic phase was separated
  3. concentrationconcentrated
  4. customdried under a vacuum

Sources & evidence

ORD record
ord-246f5c4276ab4c50bc2515129e6fa70c
Source dataset
uspto-grants-2012_08
Patent number
US08236998B2

Reaction notes

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