Water → 1-Fluoromethyl-2-phenylethyl methanesulfonate

HRID 1829781Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1829781
[F:1][CH2:2][CH:3]([OH:11])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21].O>C(Cl)Cl>[CH3:19][S:20]([O:11][CH:3]([CH2:2][F:1])[CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)(=[O:22])=[O:21]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 2300811-Fluoro-3-phenylpropan-2-ol

Produkt 1

HCID 866014541-Fluoromethyl-2-phenylethyl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-fluoromethyl-2-phenylethanol (1.0 g, prepared as described by Bergmann, et al. J. Chem. Soc. 1961, 3448–3452) in DCM (30 mL) at 0° C. under nitrogen was added triethylamine (1.36 mL) followed by dropwise addition of methanesulfonyl chloride (0.6 mL). The mixture was allowed to slowly warm to room temperature overnight. The reaction mixture was poured into water and extracted with EtOAc. The EtOAc extracts were washed with water and brine, dried over Na2SO4, and concentrated to dryness to give 1.3 g of the title compound. MS CI, (M++H)=233, (M++H−CH3SO3H)=138.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe EtOAc extracts were washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-aae4c9108dca44bcb8a4ad01d53a55fb
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07064143B1

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