Réaction #7549

ord-9712d4af6010476b93d689a4fc03c3f7

Équation de réaction

OC1CN(CCCOCCc2ccc3sccc3c2)C1
1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol
O=C(O)[C@H](O)[C@@H](O)C(=O)O
L-tartaric acid
CCO
ethanol
O=C(O)[C@H](O)[C@@H](O)C(=O)O.OC1CN(CCCOCCc2ccc3sccc3c2)C1
1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol L-tartrate
Rendement 91.8%

Conditions de réaction

Température
65°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwere added
  2. 2
    workup.DISSOLUTIONdissolution
  3. 3
    workup.STIRRINGat the same temperature and the resulting mixture was stirred at 20 to 30° C. for 1 hour
  4. 4
    AutreThe crystals precipitated
  5. 5
    Filtrationwere collected by filtration

Mode opératoire

In 40 mL of ethyl acetate was dissolved 10.0 g of 1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol, and 5.15 g of L-tartaric acid and 40 mL of ethanol were added thereto, after which the resulting mixture was heated at 65° C. to effect dissolution. After the resulting solution was stirred at 50° C. for 20 minutes, 40 mL of ethyl acetate was added dropwise thereto at the same temperature and the resulting mixture was stirred at 20 to 30° C. for 1 hour. The crystals precipitated were collected by filtration to obtain 13.9 g of 1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol L-tartrate as colorless crystals.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07087594B2uspto-grants-2006_08