Thionyl Chloride → 2-[(3-Chloro-2-chloromethyl-pyridin-4-yl)-methyl-amino]-ethanol

HRID 1637622Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1637622
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[C:7]([CH2:17]O)=[N:8][CH:9]=[CH:10][C:11]=1[N:12]([CH3:16])[CH2:13][CH2:14][OH:15]>ClCCl>[Cl:5][C:6]1[C:7]([CH2:17][Cl:3])=[N:8][CH:9]=[CH:10][C:11]=1[N:12]([CH3:16])[CH2:13][CH2:14][OH:15]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 537528042-[(3-Chloro-2-hydroxymethyl-pyridin-4-yl)-methylamino]-ethanol

Produkt 1

HCID 543658082-[(3-Chloro-2-chloromethyl-pyridin-4-yl)-methyl-amino]-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Thionyl chloride (7.4 ml, 101.5 mmol), dissolved in dichloromethane (50 ml), is added dropwise at 4° C. to a solution of (2-[(3-chloro-2-hydroxymethyl-pyridin-4-yl)-methylamino]-ethanol (10.0 g, 46.1 mmol) in dichloromethane (150 ml). The solution is stirred for 1 h at this temperature, triturated with ice water and neutralized with saturated sodium bicarbonate solution. After separation of the organic layer the aqueous phase is extracted with dichloromethane. The combined organic extracts are washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue is employed without additional purification for the synthesis described in step b).

Aufarbeitung

  1. customtriturated with ice water and neutralized with saturated sodium bicarbonate solution
  2. customAfter separation of the organic layer the aqueous phase
  3. extractionis extracted with dichloromethane
  4. washThe combined organic extracts are washed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue is employed without additional purification for the synthesis

Quellen und Nachweise

ORD-Eintrag
ord-9ac5451a145a4c1aa3d52696820f22b5
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06043242

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