Sulfuric Acid → 1,1,7-Trimethyl-1,2,3,4-tetrahydronaphthalene

HRID 51160

反応式

HRID 51160 の反応式
[CH3:1][C:2](O)([CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1)[CH3:3].S(=O)(=O)(O)O>C(OCC)C>[CH3:1][C:2]1([CH3:3])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:13])[CH:11]=2)[CH2:6][CH2:5][CH2:4]1

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 134632862-Methyl-5-(p-tolyl)-pentan-2-ol

生成物 1

HCID 2263961,1,7-Trimethyl-1,2,3,4-tetrahydronaphthalene収率 101.8%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 2-methyl-5-(p-tolyl)-pentan-2-ol (10.4 g, 54.1 mmol) in ethyl ether (100 mL) at 0° C. was treated with concentrated sulfuric acid (64 mL). The mixture was stirred at 0° C. for 1.5 hours, and then poured into a mixture of ice/water. The mixture was diluted with ethyl ether, the organic phase was separated, washed with water (2×), saturated sodium bicarbonate and brine. The aqueous phase was extracted with ethyl ether and the combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated to give the title material (9.6 g, 100% crude) as a yellowish oil which was used for the next reaction.

後処理

  1. customthe organic phase was separated
  2. washwashed with water (2×), saturated sodium bicarbonate and brine
  3. extractionThe aqueous phase was extracted with ethyl ether
  4. dry with materialthe combined organic extracts were dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-7f8db51b684a4a34ad840fbf86d615a2
出典データセット
uspto-grants-2004_03
特許番号
US06713515B2

関連ノート

読み込み中…