Isobutylene → 4-Isobutenylcyclohexene

HRID 620964

Reaction equation

HRID 620964 reaction equation
C[Sn](C)(C)C.[CH2:6]=[C:7]([CH3:9])[CH3:8].[CH:10]1([CH:16]=[CH:17][CH:18]2[CH2:23][CH:22]=[CH:21][CH2:20][CH2:19]2)[CH2:15][CH:14]=[CH:13][CH2:12][CH2:11]1>>[CH:10]1([CH:16]=[CH:17][CH:18]2[CH2:19][CH:20]=[CH:21][CH2:22][CH2:23]2)[CH2:11][CH:12]=[CH:13][CH2:14][CH2:15]1.[CH:6]([CH:14]1[CH2:13][CH2:12][CH:11]=[CH:10][CH2:15]1)=[C:7]([CH3:9])[CH3:8].[CH:16]([CH:10]1[CH2:15][CH2:14][CH:13]=[CH:12][CH2:11]1)=[CH2:17]

Participants

6

Reactant 3

HCID 8255IsobutyleneHCID 11661Tetramethyltin2×HCID 86582Cyclohexene, 4,4'-(1,2-ethenediyl)bis-

Product 3

HCID 74994-Vinyl-1-cyclohexeneYield 4.6%HCID 86582Cyclohexene, 4,4'-(1,2-ethenediyl)bis-Yield 13.7%HCID 212455504-IsobutenylcyclohexeneYield 54%

Procedure

The process of Example 18 was repeated except that the catalyst was impregnated with tetramethyltin before use and the feed was 27 g of isobutene and 9.6 g of 1,2-dicyclohex-4-enylethene. The catalyst so prepared contained 6.4% by weight SnMe4. After 30 minutes reaction the products were analysed. 13.7% of the 1,2-dicyclohex-4-enylethylene was converted affording dismutation products with the following seectivities 54% 4-isobutenylcyclohexene and 4.6% 4-vinylcylohexene.

Workup

  1. customThe catalyst so prepared
  2. customAfter 30 minutes reaction the products

Sources & evidence

ORD record
ord-ed02005224e743e6911de050a990a5e1
Source dataset
uspto-grants-1989_04
Patent number
US04822937

Linked notes

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