HCID 54411900, compound → HCID 12395569, compound

HRID 1679748Notes

Reaction equation

HRID 1679748 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9](=[O:20])[C:10](=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:11][CH3:12])[CH:5]=[CH:4][C:3]=1[O:21][CH3:22]>FC(F)(F)C(O)=O>[CH2:11]([CH:10]1[CH:13]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:5]2[C:6](=[C:7]([Cl:8])[C:2]([Cl:1])=[C:3]([O:21][CH3:22])[CH:4]=2)[C:9]1=[O:20])[CH3:12]

Participants

3

Reactant 1

HCID 54411900HCID 54411900, compound

Product 1

HCID 12395569HCID 12395569, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2,3-Dichloro-4-(2-benzylidenebutyryl)anisole (111.0 g., 0.331 mole) and trifluoroacetic acid (350 ml.) are heated at gentle reflux for 70 hours. The trifluoroacetic acid is removed, the oily residue triturated with ether to give 88.1 g. (80%) of 2-ethyl-3-phenyl-6,7-dichloro-5-methoxy-1-indanone which on crystallization from benzene melts at 141°-143° C.

Workup

  1. temperatureat gentle reflux for 70 hours
  2. customThe trifluoroacetic acid is removed
  3. customthe oily residue triturated with ether
  4. customto give 88.1 g
  5. custom(80%) of 2-ethyl-3-phenyl-6,7-dichloro-5-methoxy-1-indanone which on crystallization from benzene melts at 141°-143° C.

Sources & evidence

ORD record
ord-d2534b3eb40847c6a62ce00031b666dc
Source dataset
uspto-grants-1978_03
Patent number
US04081554

Reaction notes

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