Hexane → HCID 14835954、化合物

HRID 1613585ノート

反応式

HRID 1613585 の反応式
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1.C([Li])CCC.CCCCCC.[C:23]1([Se:29]Cl)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>O1CCCC1.O>[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([Se:29][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1

参加物

7

反応物 4

HCID 8058HexaneHCID 21928ChloroselenobenzeneHCID 1200283-Methyl-5,6,7,8-tetrahydroquinolineHCID 178418339Butyllithium

生成物 1

HCID 14835954HCID 14835954、化合物収率 98.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 5,6,7,8-tetrahydro-3-methylquinoline (7.5 g, 51 mmol) in tetrahydrofuran (100 mI) was treated under an atmosphere of nitrogen with 1.5%-butyllithium in hexane (35 ml, 52 mmol) at 0°. The resulting red solution was added to a solution of phenylselenyl chloride (10 g, 52 mmol) in tetrahydrofuran (50 ml) at 0°. After 30 min, water (100 ml) was added and the mixture concentrated in vacuo. The aqueous residue was partitioned between saturated aqueous sodium chloride (100 ml) and ether (100 ml). The organic phase was dried (Na2SO4) and evaporated in vacuo to give the crude product (15.2 g) as an oil.

後処理

  1. concentrationthe mixture concentrated in vacuo
  2. customThe aqueous residue was partitioned between saturated aqueous sodium chloride (100 ml) and ether (100 ml)
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. customevaporated in vacuo

出典と根拠

ORDレコード
ord-60daca0822bd4eda926d6cbaee4fe25c
出典データセット
uspto-grants-1993_03
特許番号
US05194439

反応ノート

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