Acetone Cyanohydrin → HCID 20354863, 화합물

HRID 372124노트

반응식

HRID 372124 반응식
C([O:4][CH:5]1[C:9](=[O:10])[C:8]([CH2:11][CH2:12][CH:13]([O:19][C:20](=[O:22])[CH3:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:7][CH2:6]1)(=O)C.CC(C)(O)[C:25]#[N:26].C(=O)([O-])[O-].[Na+].[Na+]>CO>[C:20]([O:19][CH:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:12][CH2:11][CH:8]1[CH:7]([C:25]#[N:26])[CH2:6][CH:5]([OH:4])[C:9]1=[O:10])(=[O:22])[CH3:21]

참가 물질

5

반응물 3

HCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 20354859HCID 20354859, 화합물

생성물 1

HCID 20354863HCID 20354863, 화합물수율 96.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

5-Acetoxy-2-(3-acetoxyoctyl)cyclopent-2-enone (15.5 g.) [prepared as described in (h) above], acetone cyanohydrin (6.0 g.), aqueous sodium carbonate solution (10.0% w/v; 5 ml.) and methanol (75 ml.) were stirred together and heated at reflux for 4 hours. Methanol was removed in vacuo, water (50 ml.) was added and the mixture extracted with diethyl ether. The ethereal extract was washed with water, dried with magnesium sulphate and evaporated in vacuo to give 2-(3-acetoxyoctyl)-3-cyano-5-hydroxycyclopentanone (14.3 g.) which was used as starting material in the following preparation (k) of 3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentane carbonitrile without further purification.

후처리

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. customMethanol was removed in vacuo, water (50 ml.)
  4. additionwas added
  5. extractionthe mixture extracted with diethyl ether
  6. extractionThe ethereal extract
  7. washwas washed with water
  8. dry with materialdried with magnesium sulphate
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-d3b1fe7c83d34a94b91a9bba46f1148f
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04088821

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