Hydrochloric Acid → Cyclobuta[a]naphthalen-1(2H)-one

HRID 2229436Notes

Reaction equation

HRID 2229436 reaction equation
C([O:3][C:4]1(OCC)[C:7]2=[C:8]3[C:13](=[CH:14][CH:15]=[C:6]2[CH2:5]1)[CH:12]=[CH:11][CH:10]=[CH:9]3)C.Cl>O1CCCC1>[C:4]1(=[O:3])[C:7]2=[C:8]3[C:13](=[CH:14][CH:15]=[C:6]2[CH2:5]1)[CH:12]=[CH:11][CH:10]=[CH:9]3

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 184677931,1-Diethoxy-1,2-dihydrocyclobuta[a]naphthalene

Product 1

HCID 2752742Cyclobuta[a]naphthalen-1(2H)-oneYield 99.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10 g of the product obtained in Step 1 are treated at room temperature with 42 ml of 1N hydrochloric acid dissolved in 170 ml of tetrahydrofuran. After 1 hour 30 minutes' contact, the solvent is concentrated and the residue is poured into 170 ml of water. 6.9 g of a solid corresponding to the expected product are then isolated.

Workup

  1. concentrationthe solvent is concentrated
  2. additionthe residue is poured into 170 ml of water

Sources & evidence

ORD record
ord-023f86ff8be245319bb8cec65fafc40f
Source dataset
uspto-grants-2002_07
Patent number
US06420413B2

Reaction notes

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