2-Naphthalenecarboxaldehyde → 2,2-Dimethyl-1-(2-naphthyl)-1,3-propanediol

HRID 1815669

반응식

HRID 1815669 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=[O:12].[OH-:13].[K+]>C(O)C>[CH3:1][C:2]([CH3:11])([CH2:3][OH:13])[CH:11]([C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[OH:12]

참가 물질

4

반응물 2

HCID 62012-NaphthalenecarboxaldehydeHCID 14797Potassium Hydroxide

생성물 1

HCID 225011472,2-Dimethyl-1-(2-naphthyl)-1,3-propanediol수율 181.3%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

2-Naphthoaldehyde (26.0 g, 0.167 mol) and isobutylaldehyde (24.0 g, 0.33 mol) were dissolved in ethanol (50 ml) with heating. 85% Potassium hydroxide (11.0 g, 0.167 mol) dissolved in ethanol (150 ml) was added dropwise to the above solution with stirring. Exothermic reaction started immediately, and the temperature reached to 51° C. and then decreased. After the dropping was completed for about 10 min, the solution was stirred at 55 to 60° C. for 4 hr. The reaction solution was concentrated under reduced pressure, and water (150 ml) was added thereto and the mixture was extracted with chloroform (100 ml) twice. The extract was washed with saturated brine, dehydrated with anhydrous sodium sulfate and concentrated to give the title compound as a brown oil (34.86 g, yield 91.0%).

후처리

  1. temperaturewith heating
  2. additionwas added dropwise to the above solution
  3. customExothermic reaction
  4. customreached to 51° C.
  5. stirringthe solution was stirred at 55 to 60° C. for 4 hr
  6. concentrationThe reaction solution was concentrated under reduced pressure, and water (150 ml)
  7. additionwas added
  8. extractionthe mixture was extracted with chloroform (100 ml) twice
  9. washThe extract was washed with saturated brine
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9a48a356b5bf47108f2965207289411a
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06878831B2

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