HCID 10899886、化合物 → 3-(3-Methoxy-3-methylbutyl)-5,5-dimethylcyclohexan-1-one

HRID 329479ノート

反応式

HRID 329479 の反応式
[CH3:1][Li].[CH3:3][O:4][C:5]([CH3:17])([CH3:16])[CH2:6][CH2:7][CH:8]1[CH2:13][C:12]([CH3:14])=[CH:11][C:10](=[O:15])[CH2:9]1>O1CCCC1.C(OCC)C.[Cu]I>[CH3:3][O:4][C:5]([CH3:17])([CH3:16])[CH2:6][CH2:7][CH:8]1[CH2:13][C:12]([CH3:1])([CH3:14])[CH2:11][C:10](=[O:15])[CH2:9]1

参加物

6

反応物 2

HCID 10899886HCID 10899886、化合物HCID 178418348HCID 178418348、化合物

生成物 1

HCID 147939963-(3-Methoxy-3-methylbutyl)-5,5-dimethylcyclohexan-1-one

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of copper(I) iodide (6.0 g, 0.032 mol) in tetrahydrofuran (120 mL) cooled to 0° C. was added a methyllithium solution (45 mL of a 1.4M solution in diethyl ether, 0.063 mol). After stirring 0.5 hour, 3-(3-methoxy-3-methylbutyl)-5-methylcyclohex-5-en-1-one (2.0 g, 0.0095 mL) in tetrahydrofuran (80 mL) was slowly added. After stirring 2.5 hours, the mixture was added to ice cold dilute hydrochloric acid. Subsequent workup yielded 3-(3-methoxy-3-methylbutyl)-5,5-dimethylcyclohexan-1-one, bp0.5 125°-130° C. (1.3 g); NMR (CDCl3)δ0.9(s,3H), 1.1(s,3H), 1.1(s,6H), 1.2-1.6(m,6H), 1.6-2.5(m,5H), 3.2(s,3H); IR(neat) 2960, 1715, 1365, 1085 cm-1. MS(m/e) 41, 55, 73, 138, 161, 211, 212.

後処理

  1. stirringAfter stirring 2.5 hours
  2. additionthe mixture was added to ice cold dilute hydrochloric acid

出典と根拠

ORDレコード
ord-4784722676124c62b987f97ec7d2567e
出典データセット
uspto-grants-1990_01
特許番号
US04891447

反応ノート

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