3-Methyl-4-anisaldehyde → 1-Phenyl-1-propanol

HRID 50047

반응식

C[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1OC)[CH:5]=[O:6].[CH2:12]([Mg]Br)[CH3:13]>>[CH3:12][CH2:13][CH:5]([OH:6])[C:4]1[CH:7]=[CH:8][CH:9]=[CH:2][CH:3]=1

참가 물질

반응물 2

HCID 1229363-Methyl-4-anisaldehyde

HCID 178418443HCID 178418443, 화합물

생성물 1

HCID 71471-Phenyl-1-propanol

실험 절차

The synthesis of the title compound (26F) was accomplished in a four-step, three-pot reaction sequence. Commercially available 3-methyl-p-anisaldehyde was reacted with ethylmagnesium bromide to provide its phenylpropanol derivative. This alcohol was then oxidized to the corresponding ketone in the usual manner with PCC. This ketone was subsequently reacted with (R)-naphthyl-1-ethylamine in the presence of Ti(i-PrO)4 to provide the imine. This imine was reduced in high diastereoselective yield by catalytic hydrogenation in the presence of Raney-nickel.

출처 및 근거

ORD 기록: ord-5b000c4f46ae49fe8920d7c9a15505cf
출처 데이터셋: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06710088B2

연결된 노트

불러오는 중…