Methyl iodide → 4-Ethynyl-4-methoxy-4'-propylbicyclohexyl

HRID 1532537ノート

反応式

HRID 1532537 の反応式
[CH2:1]([Li])CCC.[C:6]([C:8]1([OH:23])[CH2:13][CH2:12][CH:11]([CH:14]2[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][CH3:22])[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)#[CH:7].IC>CCCCCC.C1COCC1.CS(C)=O>[C:6]([C:8]1([O:23][CH3:1])[CH2:13][CH2:12][CH:11]([CH:14]2[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][CH3:22])[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)#[CH:7]

参加物

7

反応物 3

HCID 6328Methyl iodideHCID 183645044-Ethynyl-4'-propylbicyclohexyl-4-olHCID 178418339Butyllithium

生成物 1

HCID 183645084-Ethynyl-4-methoxy-4'-propylbicyclohexyl

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

28.85 ml of a 15% solution of butyllithium in hexane are added dropwise to a solution, cooled to −30° C., of 13.0 g of 4-ethynyl-4′-propylbicyclohexyl-4-ol in 24 ml of THF. A solution of 4.67 ml of iodomethane in 36 ml of dimethyl sulfoxide is subsequently added dropwise to the reaction mixture at −5° C. The mixture is stirred at RT overnight and subjected to conventional work-up, giving 4-ethynyl-4-methoxy-4′-propylbicyclohexyl.

出典と根拠

ORDレコード
ord-68d9a2b1f9ab4166b4bd88f4ea21e0bd
出典データセット
uspto-grants-2001_03
特許番号
US06203724B1

反応ノート

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