Hydrochloric Acid → HCID 66720704, compound

HRID 883824Notes

Reaction equation

HRID 883824 reaction equation
[CH2:1]([C:3]1[C:24]([CH2:25][CH3:26])=[CH:23][C:22]2[C:5](=[CH:6][C:7]3[C:8](=[O:28])[C:9]4[C:18]([C:19](=[O:27])[C:20]=3[CH:21]=2)=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=4)[CH:4]=1)[CH3:2].C([BH-](CC)CC)C.[Li+].Cl>C1COCC1>[CH2:25]([C:24]1[C:3]([CH2:1][CH3:2])=[CH:4][C:5]2[C:22](=[CH:21][C:20]3[CH:19]([OH:27])[C:18]4[C:9]([CH:8]([OH:28])[C:7]=3[CH:6]=2)=[CH:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=4)[CH:23]=1)[CH3:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 23664628LithiumtriethylborohydrideHCID 66720707HCID 66720707, compound

Product 1

HCID 66720704HCID 66720704, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 150 mg of 2,3-diethyl-6,13-pentacenequinone dissolved in 30 mL of THF was added to 3.2 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 2 hours 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 2,3-di ethyl-6,13-dihydro-6,13-dihydroxypentacene almost stoichiometrically.

Workup

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

Sources & evidence

ORD record
ord-34fbc2993c58404592a2e5732b9f0761
Source dataset
uspto-grants-2012_08
Patent number
US08236998B2

Reaction notes

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