HCID 58168467, compound → HCID 58168536, compound

HRID 446379Notes

Reaction equation

HRID 446379 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([S:9][CH2:10][CH2:11][CH2:12][OH:13])[CH:6]=[CH:7][CH:8]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[OH:13][CH2:12][CH2:11][CH2:10][S:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[CH:2]=[O:1]

Participants

4

Reactant 1

HCID 58168467HCID 58168467, compound2×

Product 1

HCID 58168536HCID 58168536, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (1.76 g) was added to a solution of 3-(3-(hydroxymethyl)phenylthio)propan-1-ol [Aromatic Intermediate 15, step b] (0.40 g) in DCM (10 mL). The resulting mixture was stirred at room temperature for three days. The suspension was then filtered over Celite, washing the residue well with DCM. The combined filtrate and washings were concentrated under reduced pressure to afford the titled compound as a yellow gum. Yield 0.33 g.

Workup

  1. filtrationThe suspension was then filtered over Celite
  2. washwashing the residue well with DCM
  3. concentrationThe combined filtrate and washings were concentrated under reduced pressure

Sources & evidence

ORD record
ord-282d770da03e41cc8e9da36e782af88a
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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