Hydrochloric Acid → HCID 12741919, compound

HRID 1287518Notes

Reaction equation

HRID 1287518 reaction equation
[CH3:1][C:2]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:10][C:9]2[C:4](=[C:5]([Cl:16])[C:6]([Cl:15])=[C:7]([O:11]CC=C)[CH:8]=2)[C:3]1=[O:17].Cl.C(N(CC)[C:28]1[CH:33]=CC=C[CH:29]=1)C>>[CH3:1][C:2]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:10][C:9]2[C:4](=[C:5]([Cl:16])[C:6]([Cl:15])=[C:7]([OH:11])[C:8]=2[CH2:33][CH:28]=[CH2:29])[C:3]1=[O:17]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7061N,N-DiethylanilineHCID 12741915HCID 12741915, compound

Product 1

HCID 12741919HCID 12741919, compound

Procedure

A mixture of 2-methyl-2-phenyl-5-allyloxy-6,7-dichloro-1-indanone (12.5 g., 0.036 mole) in N,N-diethylaniline (120 ml.) is refluxed for one and one-half hours then poured into excess cold dilute hydrochloric acid. The product is extracted into ether, washed with water and dried over anhydrous magnesium sulfate. Evaporation of the ether affords 2-methyl-2-phenyl-4-allyl-5-hydroxy-6,7-dichloro-1-indanone which melts at 125°C. after crystallization from butyl chloride.

Workup

  1. temperatureis refluxed for one and one-half hours
  2. extractionThe product is extracted into ether
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customEvaporation of the ether

Sources & evidence

ORD record
ord-19d2b3ad416d424aa75dfeff11cde37d
Source dataset
uspto-grants-1976_10
Patent number
US03984552

Reaction notes

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