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Propylene → 6-Isopropyltetralin

HRID 1461126
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HRID 1461126 반응식
[O-2].[Ca+2].[O-2].[Mg+2].[CH2:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1.[CH2:15]=[CH:16][CH3:17]>[O-2].[Fe+2]>[CH:16]([C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[CH2:5][CH2:6][CH2:7][CH2:8]2)([CH3:17])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8252PropyleneHCID 8404TetralinHCID 6850728CalciumoxideHCID 6850729Magnesium monoxide

생성물 1

HCID 128985946-Isopropyltetralin수율 92%

시약·촉매·용매 1

HCID 449809Ferrous oxide촉매

실험 절차

Bouncer, EP 160145A, has taught that tetralin can be selectively monoalkylated with olefins using as catalysts a wide pore amorphous silica-alumina. Muganlinsk et al., SU1076424-A have obtained [presumably] monoalkyltetralins in 95-98% yield by alkylating tetralins with aliphatic alcohols containing 4 to 10 carbon atoms using a sulfated silica-alumina (approximately 7:1) containing iron oxide, calcium oxide, and magnesium oxide. However, it seems likely that alkylation occurs via olefin arising from the alcohol, since olefinic oligomers are the principal side products of the reaction. The patentee in J81009958-B used a 7:1 silica-alumina in the alkylation of tetralin with propylene to give 6-isopropyltetralin in 92% yield. More recently Innes et al., U.S. Pat. No. 4,891,458, have used zeolite β to alkylate aromatic hydrocarbons with olefins of 2-4 carbon atoms in the liquid phase, claiming that zeolite β has a higher selectivity to the monoalkyl products and a longer catalyst lifetime than other zeolites.

후처리

  1. customthe principal side products of the reaction

출처 및 근거

ORD 기록
ord-2d2e16af772b41cab6213fc04178d486
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05073654

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