Dichloromethane → HCID 11776281, Verbindung

HRID 257434Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 257434
[CH:1]1([O:7][CH2:8][CH2:9][CH2:10][OH:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.ClCCl.[CH3:15][S:16](Cl)(=[O:18])=[O:17]>C(N(CC)CC)C>[CH3:15][S:16]([O:11][CH2:10][CH2:9][CH2:8][O:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:18])=[O:17]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 100348783-(Cyclohexyloxy)propan-1-ol

Produkt 1

HCID 11776281HCID 11776281, VerbindungAusbeute 57,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a solution of 10 parts of 3-(cyclohexyloxy)-1-propanol in 160 parts of dichloromethane there were added 11.2 parts of N,N-diethylethanamine and dropwise 8.14 parts of methanesulfonyl chloride. The whole was stirred for 9 hours at room temperature. The reaction mixture was washed with Na2CO3 (aq.) and water and was then dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 99:1). The eluent of the desired fraction was evaporated and the residue was co-evaporated with methylbenzene. The product was filtered off and dried, yielding 8.6 parts (57.8%) of 3-(cyclohexyloxy)-1-propanol methanesulfonate (ester) (interm. 21).

Aufarbeitung

  1. washThe reaction mixture was washed with Na2CO3 (aq.) and water
  2. customwas then dried
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 99:1)
  6. customThe eluent of the desired fraction was evaporated
  7. filtrationThe product was filtered off
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-56e0b7c361dd4e79bd420a70a1e7502c
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05262418

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