HCID 23114257, compound → HCID 17817794, compound

HRID 2376402Notes

Reaction equation

HRID 2376402 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH:11]([O:13][C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[C:15]=2[CH3:22])[CH3:12])=[CH:6][CH:5]=1)([CH3:3])[CH3:2]>C1(C)C=CC=CC=1>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:19]3[C:18]([CH3:20])=[CH:17][C:16]([CH3:21])=[C:15]([CH3:22])[C:14]=3[O:13][C:11]=2[CH3:12])=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 23114257HCID 23114257, compound

Product 1

HCID 17817794HCID 17817794, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A mixed solution of 1-(4-isopropylphenyl)-2-(2,3,5-trimethylphenoxy)propan-1-one obtained in Reference Example 346 (61.3 g, 194 mmol), Amberlyst 15 (61.0 g) and a molecular sieve MS 4A (30 g) in toluene (200 mL) was heated under reflux at 80° C. for 2 hours. The reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:100) to obtain 54.4 g (yield 96%) of the title compound. Oily matter.

Workup

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:100)

Sources & evidence

ORD record
ord-8275e25558c8432e8cbd4a4af43c4786
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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