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

HRID 280424

반응식

HRID 280424 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-172a36ec004d4280a9e8dd6b6ac19b11
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588849

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