1211507-79-7 → 1211508-19-8

HRID 874733Notes

Reaction equation

HRID 874733 reaction equation
[CH:1]1([CH:4]([C:6]2[S:7][CH:8]=[CH:9][N:10]=2)[OH:5])[CH2:3][CH2:2]1>C(Cl)Cl.O=[Mn]=O>[CH:1]1([C:4]([C:6]2[S:7][CH:8]=[CH:9][N:10]=2)=[O:5])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 224069731211507-79-7

Product 1

HCID 224069281211508-19-8Yield 86.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

A mixture of cyclopropyl(thiazol-2-yl)methanol (327 mg, 2.1 mmol) and MnO2 (1.0 g, 11 mmol) in DCM (10 mL) was stirred at rt for 2 days. The mixture was diluted with DCM, filtered through a cake of Celite and the filtrate was concentrated to give the title compound as a colourless oil (278 mg, 86%). The product used without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 7.93 (d, J=3.0 Hz, 1H), 7.61 (d, J=3.0 Hz, 1H), 3.05-3.22 (m, 1H), 1.16-1.30 (m, 2H), 0.98-1.11 (m, 2H); MS ESI 154.0 [M+M]+, calcd for [C7H7NOS+H]+ 154.0.

Workup

  1. filtrationfiltered through a cake of Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-899a9197eb9946968ff3e8d9260cc899
Source dataset
uspto-grants-2015_03
Patent number
US08980934B2

Reaction notes

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