HCID 58168467, compound → HCID 58168536, compound

HRID 1255255Notes

Reaction equation

HRID 1255255 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-ede5b8dce85a40c5b57e60b7c7cfcace
Source dataset
uspto-grants-2013_06
Patent number
US08455483B2

Reaction notes

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