Catechol → HCID 131710392, compound

HRID 918096Notes

Reaction equation

HRID 918096 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[Cl:15][C:16]1[CH:29]=[CH:28][C:19]([C:20]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:21])=[CH:18][CH:17]=1.[C:30]1([C:32](=[CH:34][CH:35]=[CH:36][CH:37]=1)O)[OH:31]>C1C=CC=CC=1>[CH2:26]([O:25][C:23](=[O:24])[CH2:22][C:20]1([C:19]2[CH:18]=[CH:17][C:16]([Cl:15])=[CH:29][CH:28]=2)[O:31][C:30]2[CH:32]=[CH:34][CH:35]=[CH:36][C:37]=2[O:21]1)[CH3:27]

Participants

5

Reactant 3

HCID 289CatecholHCID 14812Phosphorus oxide (P4O10)HCID 101336Ethyl 3-(4-chlorophenyl)-3-oxopropanoate

Product 1

HCID 131710392HCID 131710392, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
80 °C

Procedure

98.9 g of P2O5 is added to a mixture of 64 g of ethyl p-chlorobenzoylacetate and 90.4 g of pyrocatechol, heated at 80°C in portions over about 1/2 hour. After 15 minutes the heating is interrupted and 1000 cc of benzene are added. The organic phase is decanted. The latter is repeatedly washed first with NaHCO3 and subsequently with H2O until same is rendered neutral and finally dried with Na2SO4. The solvent is removed in vacuum and the residual oil fractionated, b.p. 150°-155°C (0.4 mm.Hg).

Workup

  1. customThe organic phase is decanted
  2. dry with materialfinally dried with Na2SO4
  3. customThe solvent is removed in vacuum

Sources & evidence

ORD record
ord-4855a72b436945e0ba8d988af23ca142
Source dataset
uspto-grants-1976_07
Patent number
US03969368

Reaction notes

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