Acetaldehyde → 2,2,6-Trimethyl-5-isopropenyltetrahydropyran

HRID 885771ノート

反応式

HRID 885771 の反応式
[CH:1](=O)[CH3:2].B(F)(F)F.CCOCC.[CH3:13][C:14]([OH:22])([CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[CH3:15]>C(OCC)C>[CH3:13][C:14]1([CH3:15])[CH2:16][CH2:17][CH:18]([C:19]([CH3:21])=[CH2:20])[CH:1]([CH3:2])[O:22]1

参加物

5

反応物 3

HCID 177AcetaldehydeHCID 8000Boron trifluoride etherateHCID 801835-Hepten-2-ol, 2,6-dimethyl-

生成物 1

HCID 667338572,2,6-Trimethyl-5-isopropenyltetrahydropyran収率 55.9%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

42 g of acetaldehyde in 600 ml diethylether were placed in a 2 liter three-necked flask and cooled to 0° C. 140 g of a 48% solution of boron trifluoride diethyl etherate were then added and stirred for 10 minutes at 0° C. 124 g of 2,6-dimethyl-hept-5-en-2-ol dissolved in 100 ml diethyl ether were droppered into the reaction solution at 0° C. Once addition was complete stirring continued for a further hour at 0° C. followed by heating to room temperature. Once the reaction solution had been stirred for 12 hours at room temperature, quenching was carried out with saturated ammonium chloride solution (500 ml) and following conditioning of the raw product obtained distillation was performed via a 30 cm packed column. 82 g of 2,2,6-trimethyl-5-isopropenyltetrahydropyran with a purity of 98% were obtained (55% of theoretical yield).

後処理

  1. customwere droppered into the reaction solution at 0° C
  2. additionOnce addition
  3. stirringwas complete stirring
  4. waitcontinued for a further hour at 0° C.
  5. temperatureby heating to room temperature
  6. stirringOnce the reaction solution had been stirred for 12 hours at room temperature
  7. customquenching
  8. customobtained
  9. distillationdistillation

出典と根拠

ORDレコード
ord-4430f0f9d19c460b8f03ee52d92cc6a6
出典データセット
uspto-grants-2012_08
特許番号
US08242289B2

反応ノート

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