Dichloromethane → 5-Methoxy-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene

HRID 486412

反応式

HRID 486412 の反応式
Cl[C:2]([CH3:10])([CH2:4][CH2:5][C:6](Cl)([CH3:8])[CH3:7])[CH3:3].[CH3:11][C:12]1[CH:13]=[C:14]([O:18][CH3:19])C=[CH:16][CH:17]=1.Cl[CH2:21]Cl>Cl[Ti](Cl)(Cl)Cl>[CH3:3][C:2]1([CH3:10])[C:16]2[C:7](=[C:14]([O:18][CH3:19])[CH:13]=[C:12]([CH3:11])[CH:17]=2)[C:6]([CH3:21])([CH3:8])[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 75303-MethoxytolueneHCID 80360Hexane, 2,5-dichloro-2,5-dimethyl-

生成物 1

HCID 2267025-Methoxy-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene

試薬・触媒・溶媒 1

HCID 24193Titanium Tetrachloride触媒

反応条件

温度
35 °C

実験手順

The starting material 1,1,4,4,7-pentamethyl-5-methoxy-1,2,3,4-tetrahydronaphthalene was prepared as follows. First, a 500 flask was charged with 230 ml dichloromethane, 19 g TiCl4, and 18.3 g 2,5-dichloro-2,5-dimethylhexane, at 22° C. Next, 3-methyl anisole (12.2 g in 20 ml dichloromethane) was added dropwise over a period of an hour. After the addition was completed, the solution was heated to 35° C. and the temperature maintained for an additional 2.5 hours. The solution was then cooled to 5° C. and quenched with water. After transfer to a separatory funnel, the solution was washed with water, then twice with brine, dried over anhydrous sodium sulfate, and rotary evaporated to give a crude product (23.78 g) containing 79.4% (by area % GC) of 1,1,4,4,7-pentamethyl-5-methoxy-1,2,3,4-tetrahydronaphthalene.

後処理

  1. additionAfter the addition
  2. temperaturethe temperature maintained for an additional 2.5 hours
  3. temperatureThe solution was then cooled to 5° C.
  4. customquenched with water
  5. washAfter transfer to a separatory funnel, the solution was washed with water
  6. dry with materialtwice with brine, dried over anhydrous sodium sulfate
  7. customrotary evaporated

出典と根拠

ORDレコード
ord-c9fc8a668fe5448c9f1ababde1774eaf
出典データセット
uspto-grants-1994_03
特許番号
US05292719

関連ノート

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