반응 #1446371

ord-92c5e4bd17bb4eebb98e4fe4a06b8f0b

반응 방정식

Oc1ccc2cc(Br)ccc2c1Cl
6-bromo-1-chloro-2-naphthol
Oc1ccc2cc(Br)ccc2c1
6-bromo-2-naphthol
Oc1ccc2cc(Br)ccc2c1
6-bromo-2-naphthol
CNC
dimethyl amine
C=O
formaldehyde
Cc1c(O)ccc2cc(Br)ccc12
6-Bromo-1-methyl-2-naphthol

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타as depicted in reaction Scheme II

실험 절차

Preparation of 6-bromo-1-chloro-2-naphthol 4 from the corresponding 6-bromo-2-naphthol 3 is described in the literature (Buu-Hoi, JOC 1951, 16, 185), Scheme II. 6-Bromo-1-methyl-2-naphthol 7 was prepared as depicted in reaction Scheme II. Reaction of 6-bromo-2-naphthol 3 with aqueous dimethyl amine and aqueous formaldehyde in alcohol afforded the Mannich product 5. Reaction of 5 with acetyl chloride in methylene chloride or chloroform afforded the acetate 6. Hydride reduction of 6 in a solvent such as ethanol followed by basic work-up yielded the desired 6-bromo-1-methyl-2-naphthol 7.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06599925B2uspto-grants-2003_07