Water → Cis-5-Decene

HRID 728009

反応式

HRID 728009 の反応式
O.[CH3:2][CH2:3][CH2:4][CH2:5][C:6]#[C:7][CH2:8][CH2:9][CH2:10][CH3:11]>C1COCC1.[Pd]>[CH3:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8][CH2:9][CH2:10][CH3:11]

参加物

6

反応物 3

HCID 962Water2 回HCID 160305-DecyneHCID 178527255HCID 178527255、化合物

生成物 1

HCID 5364449Cis-5-Decene収率 94%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of polysiloxane containing a homogeneous dispersion of palladium particles (0.13 g) prepared as described above in THF and water (0.05 mmol Pd), 5-decyne (0.138 g, 0.18 mL, 1.0 mmol) in a solution of THF (5mL) and water (1 mL) was added. Hydrogen was bubbled through the solution for 30 seconds and the reaction was then placed under a hydrogen atmosphere (balloon). The reaction was stirred at room temperature for 4.5 h. Capillary gas chromatograph analysis showed complete consumption of the alkyne and a 94% yield of Z-5-decene using dodecane as an internal standard. The product was too volatile for an accurate isolated yield. However, a portion was isolated and analyzed spectroscopically. IR (neat) 2925.5, 2850.0 1460.1 cm -1. 1H NMR (300MHz, CDCl3)δ5.33 (br t, J=4.5 Hz, 2H), 2.01 (br q, J=5.6 Hz, 4H), 1.3-1.2 (m, 8H), 0.86 (t, J= 6.8 Hz, 6H) [>12:1 Z/E stereochemistry]. 13C NMR (20 MHz, CDCl3)δ129.87, 30.25, 26.93, 22.25, 13.98.

後処理

  1. additionwas added
  2. customHydrogen was bubbled through the solution for 30 seconds
  3. customconsumption of the alkyne

出典と根拠

ORDレコード
ord-28d070211b2e4806bfb064bc1a510d52
出典データセット
uspto-grants-1991_09
特許番号
US05047380

関連ノート

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