3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazolium → 1-Decene

HRID 1477088ノート

反応式

HRID 1477088 の反応式
[CH2:1]=[CH:2][CH2:3][CH3:4].[CH3:5][C:6]1[N+](CC2C(N)=NC(C)=NC=2)=CS[C:7]=1[CH2:20][CH2:21]OP(O)(O)=O.[CH:27](O)([CH3:29])[CH3:28]>Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:27][CH2:21][CH2:20][CH2:7][CH2:6][CH3:5].[CH3:1][CH2:2][CH:3]=[CH:4][CH2:28][CH2:27][CH2:29][CH2:21][CH2:20][CH2:7][CH2:6][CH3:5]

参加物

6

反応物 3

HCID 11313-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazoliumHCID 3776IsopropanolHCID 78441-Butene2 回

生成物 2

HCID 133811-DeceneHCID 1372853-Dodecen

試薬・触媒・溶媒 1

HCID 178479819HCID 178479819、化合物触媒

反応条件

温度
60 °C

実験手順

Estolides prepared according to the method set forth in Example 1 (20 mol) and a second-generation Grubbs' catalyst (e.g., C827, 25 ppm) are added to a Parr Reactor and degassed with argon for 1 hr. 1-Butene is added while heating to 60° C. while keeping the pressure of the reaction between about 25 to about 60 psi. The 1-butene is added using a one-way check valve to prevent backflow into the 1-butene cylinder. After 4 hrs, the pressure is released and vented into the fume hood. After allowing the reactor to cool to room temperature, a 50 ml 1M tris-hydroxymethylphopshine (THMP) solution in isopropanol (IPA) (50 mol equiv.) is added, and the reactor is degassed with argon and heated to 60° C. for 18 hrs. The reactor is then again allowed to cool to room temperature. The crude reaction product is then washed with water and brine. The washed reaction product is them dried over sodium sulfate, filtered, and distilled to provide 1-decene, 3-dodecene, estolides having a C10 cap with a terminal double bond, and estolides having a C12 cap with an internal double bond.

後処理

  1. customEstolides prepared
  2. customdegassed with argon for 1 hr
  3. addition1-Butene is added
  4. customthe pressure of the reaction between about 25 to about 60 psi
  5. temperatureto cool to room temperature
  6. customthe reactor is degassed with argon
  7. temperatureheated to 60° C. for 18 hrs
  8. temperatureto cool to room temperature
  9. customThe crude reaction product
  10. washis then washed with water and brine
  11. customThe washed reaction product
  12. dry with materialdried over sodium sulfate
  13. filtrationfiltered
  14. distillationdistilled

出典と根拠

ORDレコード
ord-ca06e25483b34d2aa2ed9034fc942643
出典データセット
uspto-grants-2016_08
特許番号
US09403752B2

反応ノート

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