HCID 13799283, compound → HCID 13799284, compound

HRID 652316Notes

Reaction equation

HRID 652316 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[C:11]#[C:12][C:13]([F:16])([F:15])[F:14]>O1CCCC1.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH2:11][CH2:12][C:13]([F:14])([F:16])[F:15]

Participants

4

Reactant 1

HCID 13799283HCID 13799283, compound

Product 1

HCID 13799284HCID 13799284, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 23938PalladiumSolvent

Procedure

41.5 g (0.18 mole) of 1,3-dimethoxy-2-(3,3,3-trifluoroprop-1-ynyl)-benzene are dissolved in tetrahydrofuran and hydrogenated in the presence of palladium-on-charcoal at room temperature under normal pressure. The catalyst is filtered off over diatomaceous earth and washed with tetrahydrofuran and the filtrate is concentrated. Drying under reduced pressure gives crystalline 1,3-dimethoxy-2-(3,3,3-trifluoropropyl)-benzene (yield 87%).

Workup

  1. filtrationThe catalyst is filtered off over diatomaceous earth
  2. washwashed with tetrahydrofuran
  3. concentrationthe filtrate is concentrated
  4. customDrying under reduced pressure

Sources & evidence

ORD record
ord-8342b98451e44daf9907b92ac99a5172
Source dataset
uspto-grants-1987_06
Patent number
US04670604

Reaction notes

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