1-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-1-hexanone → 2-Hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene

HRID 2186546

반응식

HRID 2186546 반응식
[CH3:1][C:2]1([CH3:21])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([C:14](=O)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH:5]=[CH:4][C:3]1=2>C(O)C.[Pd].Cl>[CH2:14]([C:6]1[CH:5]=[CH:4][C:3]2[C:2]([CH3:21])([CH3:1])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]=2[CH:7]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

참가 물질

5

반응물 1

HCID 224568761-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-1-hexanone

생성물 1

HCID 230025302-Hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene수율 92.2%

시약·촉매·용매 3

HCID 313Hydrochloric Acid촉매HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 13.8 g of 1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-1-hexanone (from Example 1.1) in 200 ml ethanol abs., containing 2 g of palladium on carbon 10% and 3 drops of HCl 25%, was subjected to H2 atmosphere for 3 hours (until consumption of theoretical amount H2 is reached and thin layer chromatography showed no more starting material was present). The mixture was filtered and concentrated in vacuo. The residue was diluted in 200 ml ether, dried over MgSO4, filtered and concentrated in vacuo, giving a yellow oil. The crude product was distilled under vacuum (T=120° C. at 0.08 bar), yielding a pale yellow oil (12.1 g). B.p. 120° C. at 0.08 bar.

후처리

  1. custom(until consumption of theoretical amount H2
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated in vacuo
  4. additionThe residue was diluted in 200 ml ether
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customgiving a yellow oil
  9. distillationThe crude product was distilled under vacuum (T=120° C. at 0.08 bar)

출처 및 근거

ORD 기록
ord-d77808b5a6794a1c88c7062489e0f284
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06403810B2

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