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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1946498Erstellt: 26. Oktober 2026

Sodium borohydride → 3-[(4-Chlorophenyl)methyl]-2-cyclopropyl-3,4,5,6-tetrahydrocyclopenta[d]imidazol-4-ol

https://huagongshe.com/reaction/1946498

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium borohydrideHCID 4311764—
Edukt3-[(4-chlorophenyl)methyl]-2-cyclopropyl-5,6-dihydrocyclopenta[d]imidazol-4(3H)-oneHCID 58460228—
LösungsmittelMethanolHCID 887—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-[(4-Chlorophenyl)methyl]-2-cyclopropyl-3,4,5,6-tetrahydrocyclopenta[d]imidazol-4-olHCID 5846020139,2%

Reaktionsschritte

Sodium borohydride (94 mg) was added to a stirred solution of Intermediate 29 (238 mg) in dichloromethane (3 ml) and methanol (3.00 ml). The reaction mixture was stirred for 16 hours. The reaction mixture was concentrated under vacuum, partitioned between EtOAc (20 ml) and water (15 ml). The two phases were separated and the aqueous phase was extracted again with EtOAc (2×10 ml). The phases were separated, the organic extracts were combined, dried (hydrophobic frit) and concentrated under vacuum. The residue was purified on silica using a dichloromethane:methanol 0-25% gradient. The fractions were combined and concentrated under vacuum. The residue was purified by MDAP (Method B, UV detection only). The solvent was evaporated in vacuo to give the required product (94 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399444B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-e0b88b8d4939466797f3c091942a60ba
Quellennotizuspto-grants-2013_03