反応 #84194

ord-5e4b59e8695143c4b21027c6bce40a35

反応方程式

C=CCCCCCC
1-octene
C=C(C)c1ccccc1
α-methylstyrene
C1=CC2CCC1C2
norbornylene
C=C(C)[C@H]1CC=C(C)CC1
(R)-(+)-limonene
C=C(C)[C@@H]1CC[C@@H](C)C(=O)C1
(+)-dihydrocarvone
C1=C\CCCCCC/1
cis-cyclooctene
CC1CCC(C(C)C)CC1=O
5-isopropyl-2-methylcyclohexanone
収率 99.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The yields of the hydrogenated products
  2. 2
    その他with excellent yields (see Table 1, entries 5-7)
  3. 3
    その他were also hydrogenated at room temperature
  4. 4
    その他At room temperature

実験手順

The yields of the hydrogenated products were determined by gas chromatography (GC). Hydrogenation of terminal alkenes such as 1-octene and α-methylstyrene proceeded readily within 24 hours at room temperature with excellent yields (see Table 1, entries 5-7). Internal alkenes trans-2-octene, cis-cyclooctene, and norbornylene were also hydrogenated at room temperature (see Table 1, entries 8-10). Hydrogenation of (R)-(+)-limonene occurred selectively at the terminal position; the internal tri-substituted C═C bond was not hydrogenated (see Table 1, entry 11). At room temperature, hydrogenation of (+)-dihydrocarvone occurred only at the C═C bond, affording 5-isopropyl-2-methylcyclohexanone in 99% yield (see Table 1, entry 12).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09434666B2uspto-grants-2016_09