Ethanone, 1-[3-methoxy-4-(methoxymethoxy)phenyl]- → HCID 59643063、化合物

HRID 2251611ノート

反応式

HRID 2251611 の反応式
[Li][CH2:2]CCC.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C:18](=O)[CH3:19])[CH:11]=[CH:12][C:13]=1[O:14][CH2:15][O:16][CH3:17]>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1.CCCCCC>[C:18]([C:10]1[CH:11]=[CH:12][C:13]([O:14][CH2:15][O:16][CH3:17])=[C:8]([O:7][CH3:6])[CH:9]=1)([CH3:19])=[CH2:2]

参加物

6

反応物 2

HCID 11356263Ethanone, 1-[3-methoxy-4-(methoxymethoxy)phenyl]-HCID 178418339Butyllithium

生成物 1

HCID 59643063HCID 59643063、化合物

試薬・触媒・溶媒 3

HCID 74505Methyltriphenyliphosphonium bromide触媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

反応条件

温度
-80 °C

実験手順

A suspension of methyltriphenylphosphonium bromide (1.1 g, 3.09 mmol, 1.3 eq.) in 5 mL dry THF cooled to −80° C. was slowly treated with BuLi (1.94 mL of a 1.6 m solution in hexane, 1.3 eq.). To this yellow suspension a solution of 1-(3-methoxy-4-methoxymethoxy-phenyl)-ethanone (500 mg, 2.38 mmol, 1 eq.) in 5 mL dry THF was added and the reaction mixture was allowed to warm to r.t. where stirring was continued for 12 h. The suspension was filtered and the solvent was evaporated in vacuo. The crude product was purified using flash chromatography (silica gel, hexane/EtOAc 6:1) to yield the desired product as a color-less oil.

後処理

  1. temperatureto warm to r.t. where
  2. filtrationThe suspension was filtered
  3. customthe solvent was evaporated in vacuo
  4. customThe crude product was purified

出典と根拠

ORDレコード
ord-4f8aca4ed01348d1be726ba7af91abfe
出典データセット
uspto-grants-2008_01
特許番号
US07319101B2

反応ノート

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