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

HRID 51160

반응식

HRID 51160 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7f8db51b684a4a34ad840fbf86d615a2
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713515B2

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