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

HRID 446355Notes

Reaction equation

HRID 446355 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, compound2×

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 [Aromatic Intermediate 1, 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 under reduced pressure to afford the titled 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 under reduced pressure

Sources & evidence

ORD record
ord-994ad5e3fd5745e1bd04a86b903859fe
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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