4-Fluorophenethyl Alcohol → 2-(4-Fluorophenyl)acetaldehyde

HRID 718312Notes

Reaction equation

HRID 718312 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][OH:21])=[CH:15][CH:14]=1>C(Cl)Cl.CCOCC>[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH:20]=[O:21])=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 820684-Fluorophenethyl AlcoholHCID 178418287HCID 178418287, compound

Product 1

HCID 111263222-(4-Fluorophenyl)acetaldehydeYield 88%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent2×

Procedure

To a stirred suspension of pyridinium chlorochromate (6.9 g, 21.4 mmol) in CH2Cl2 (100 ml) was added a solution of 2-(4-fluorophenyl)ethanol (3.0 g, 21.4 mmol) in CH2Cl2 (10 ml). The resulting suspension was stirred for 2 hours at room temperature and was then diluted with ether. The resulting suspension was filtered through a pad of Celite and washed with ether. The solvents were removed under reduced pressure to yield the crude title compound as a green oil (2.6 g, 86%), which was used as such for further reaction.

Workup

  1. filtrationThe resulting suspension was filtered through a pad of Celite
  2. washwashed with ether
  3. customThe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-623b0a4f352c49f7879e0622ddfc68e9
Source dataset
uspto-grants-2015_11
Patent number
US09193741B2

Reaction notes

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