Dimethylformamide → 1-Indanone

HRID 496395

反応式

HRID 496395 の反応式
OC1CC[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)C1=O.O[CH:14]1[CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]1=[O:23].C(Br)[CH:25]=[CH2:26].C([O-])([O-])=O.[Cs+].[Cs+].C[N:35](C=O)C>CCOCC>[CH3:26][CH2:25][N:35]([C:9]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH2:22][CH3:14].[C:15]1(=[O:23])[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:22][CH2:14]1

参加物

8

実験手順

A commercially available hydroxy-tetralone or hydroxyindanone is treated with an allyl bromide in the presence of a base such as Cs2CO3 in a solvent such as DMF to afford the ether. Claisen rearrangement in a solvent such as diethylaniline affords the substituted tetralone or indanone. The Mitsunobu reaction then affords the 2-imidazolyl-1-R3-ethoxy)prop-2-enyl compound. Alternatively, the substituted tetralone or indanone is reduced with a catalyst such as RhCl(PPh3)3 in the presence of H2 neat to afford a (prop-2-enyl)phenol derivative. Mitsunobu reaction of the phenol the desired imidazole alcohol affords the 2-imidazolyl-1-R3-ethoxy prop-2-enyl tetralone or indanone derivative.

出典と根拠

ORDレコード
ord-9e891cfdc18443b6a347177152bdea5b
出典データセット
uspto-grants-2005_09
特許番号
US06943183B2

関連ノート

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