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

HRID 1168156

反応式

HRID 1168156 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 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 materialwere dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-bec49009130144ecaa6898b043c56b28
出典データセット
uspto-grants-2003_09
特許番号
US06624154B1

関連ノート

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