HCID 57989337, compound → 4-Chloro-3-(2-hydroxyethyl)benzaldehyde

HRID 1689392Notes

Reaction equation

HRID 1689392 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][C:3]=1[CH2:10][CH2:11][OH:12]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][C:3]=1[CH2:10][CH2:11][OH:12]

Participants

4

Reactant 1

HCID 57989337HCID 57989337, compound

Product 1

HCID 579890474-Chloro-3-(2-hydroxyethyl)benzaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese (IV) dioxide (1.00 g) was added to a solution of 2-(2-chloro-5-(hydroxymethyl)phenyl)ethanol (example 75, step b) (0.205 g) in DCM (10 mL), and the resulting suspension was stirred at room temperature overnight. The mixture was then filtered through Celite, washing the filter pad well with DCM. The filtrate and washings were concentrated in vacuo to afford the subtitled compound as a colourless oil. Yield 0.159 g.

Workup

  1. filtrationThe mixture was then filtered through Celite
  2. washwashing the filter pad well with DCM
  3. concentrationThe filtrate and washings were concentrated in vacuo

Sources & evidence

ORD record
ord-35a7ca8b06a249b5ae5dd10791ef6c1e
Source dataset
uspto-grants-2012_04
Patent number
US08148373B2

Reaction notes

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