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

HRID 50047

反応式

HRID 50047 の反応式
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

参加物

3

反応物 2

HCID 1229363-Methyl-4-anisaldehydeHCID 178418443HCID 178418443、化合物

生成物 1

HCID 71471-Phenyl-1-propanol

実験手順

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.

出典と根拠

ORDレコード
ord-5b000c4f46ae49fe8920d7c9a15505cf
出典データセット
uspto-grants-2004_03
特許番号
US06710088B2

関連ノート

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