Hydrochloric Acid → 7,8,9,10-Tetrahydro-1,3-dihydroxy-7-phenyl-6H-dibenzo[b,d]pyran-6-one

HRID 1386231Notes

Reaction equation

HRID 1386231 reaction equation
[C:1]1([CH:9]=[C:7]([OH:8])[CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].C([O:12][C:13]([CH:15]1[CH:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:19][CH2:18][CH2:17][C:16]1=O)=O)C.Cl>C(O)C>[OH:2][C:1]1[C:9]2[C:16]3[CH2:17][CH2:18][CH2:19][CH:20]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)[C:15]=3[C:13](=[O:12])[O:8][C:7]=2[CH:6]=[C:4]([OH:5])[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 359PhloroglucinolHCID 10105963HCID 10105963, compound

Product 1

HCID 235003837,8,9,10-Tetrahydro-1,3-dihydroxy-7-phenyl-6H-dibenzo[b,d]pyran-6-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of phloroglucinol (0.7 g) and 2-ethoxycarbonyl-3-phenylcyclohexanone (1.5 g) in ethanol was treated with dry HCl as described in example 1a. The product was first recrystallized from ethanol-water (1:1) and then triturated with ether. Yield 0.61 g.

Workup

  1. customThe product was first recrystallized from ethanol-water (1:1)
  2. customtriturated with ether

Sources & evidence

ORD record
ord-6cbe00efa9ce423ab4d75985712dd137
Source dataset
uspto-grants-2001_07
Patent number
US06265421B1

Reaction notes

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