Propylethinylcarbinol → 1-(3-Hydroxyhex-1-yn-1-yl)-2,2,6-trimethylcyclohexan-1-ol

HRID 280424

反応式

HRID 280424 の反応式
[OH-].[K+].[CH3:3][CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[C:5]1=[O:12].[CH:13]#[C:14][CH:15]([OH:19])[CH2:16][CH2:17][CH3:18]>C(OCC)C>[OH:12][C:5]1([C:13]#[C:14][CH:15]([OH:19])[CH2:16][CH2:17][CH3:18])[C:6]([CH3:11])([CH3:10])[CH2:7][CH2:8][CH2:9][CH:4]1[CH3:3]

参加物

5

反応物 3

HCID 7746PropylethinylcarbinolHCID 14797Potassium HydroxideHCID 170002,2,6-Trimethylcyclohexanone

生成物 1

HCID 202260351-(3-Hydroxyhex-1-yn-1-yl)-2,2,6-trimethylcyclohexan-1-ol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

In a three-necked vessel of 250 ml equipped with a thermometer, a condenser and a dropping funnel, there were placed 23.9 g (0.427M) of finely ground KOH and 50 ml of anhydrous diethyl ether. 14 G (0.1M) of 2,6,6-trimethylcyclohexanone and 13.5 g (0.138M) of hex-1-yn-3-ol were then added dropwise to the obtained suspension. The addition is slightly exothermic. After standing for 24 h, the mixture was poured onto ice and extracted with ether while the combined extracts were washed with a 10% HCl solution, with brine until neutrality and finally dried over Na2SO4 and concentrated. A fractional distillation of the obtained residue gave 12 g of 1-(1-hydroxy-2,6,6-trimethylcyclohexyl)-hex-1-yn-3-ol having b.p. 100°-125°/13.3 Pa.

後処理

  1. customIn a three-necked vessel of 250 ml equipped with a thermometer, a condenser and a dropping funnel, there
  2. additionThe addition
  3. additionthe mixture was poured onto ice
  4. extractionextracted with ether while the combined extracts
  5. washwere washed with a 10% HCl solution, with brine until neutrality
  6. dry with materialfinally dried over Na2SO4
  7. concentrationconcentrated
  8. distillationA fractional distillation of the obtained residue

出典と根拠

ORDレコード
ord-172a36ec004d4280a9e8dd6b6ac19b11
出典データセット
uspto-grants-1986_05
特許番号
US04588849

関連ノート

読み込み中…