Ethylene Glycol → HCID 21514762, 화합물

HRID 1576209노트

반응식

HRID 1576209 반응식
[C:1]([C:3]1([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1)#N.[OH-:20].[K+].C(O)C[OH:24]>O>[C:1]([C:3]1([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][CH:11]=2)[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1)([OH:24])=[O:20]

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 12230240Cyclohexanecarbonitrile, 1-(1-naphthalenyl)-4-oxo-2회

생성물 1

HCID 21514762HCID 21514762, 화합물수율 31.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 11.21 g. (0.039 mole) of 4-cyano-4-(1-naphthyl)cyclohexanone, ethylene ketal (prepared in Example 23) and 12 g. of potassium hydroxide in 60 ml. of ethylene glycol is heated at reflux for about 16 hours. The resulting solution is allowed to cool, diluted with water and washed with ether. The aqueous layer is covered with ether and then cautiously acidified. The aqueous layer is extracted with two additional portions of ether and the extracts combined. The extracts are evaporated to dryness and the solid remaining is recrystallized from a mixture of ethyl acetate and cyclohexane to give 3.84 g. (31.5% yield) of 4-carboxy-4-(1-naphthyl)cyclohexanone, ethylene ketal, having a melting point of 174° to 177°C.

후처리

  1. additionA mixture of 11.21 g
  2. temperatureat reflux for about 16 hours
  3. temperatureto cool
  4. washwashed with ether
  5. extractionThe aqueous layer is extracted with two additional portions of ether
  6. customThe extracts are evaporated to dryness
  7. customthe solid remaining is recrystallized from a mixture of ethyl acetate and cyclohexane
  8. customto give 3.84 g

출처 및 근거

ORD 기록
ord-4340821396bb4565901180ed85dba8e4
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03979444

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