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

HRID 29124
ノート
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反応式

HRID 29124 の反応式
[C:1]1([CH:11]=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH-:13].[K+]>C(O)C>[CH3:2][C:1]([CH3:11])([CH2:10][OH:13])[CH:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[OH:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 61951-NaphthaldehydeHCID 14797Potassium Hydroxide

生成物 1

HCID 225011452,2-Dimethyl-1-(1-naphthyl)-1,3-propanediol収率 196.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-Naphthoaldehyde (57.72 g, 0.37 mol) and isobutylaldehyde (55.0 g, 0.76 mol) was mixed and 85% potassium hydroxide (24.5 g, 0.37 mol) dissolved in ethanol (340 ml) was added dropwise thereto with stirring. Exothermic reaction started immediately, and the temperature reached to 65° C. and then decreased. After dropping for about 15 min, the mixture was stirred at 55° C. for 4.5 hr. The reaction solution was concentrated, and water (300 ml) was added thereto. The mixture was extracted with chloroform (200 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 (83.62 g, yield 98.1%).

後処理

  1. additionwas added dropwise
  2. customExothermic reaction
  3. customreached to 65° C.
  4. stirringthe mixture was stirred at 55° C. for 4.5 hr
  5. concentrationThe reaction solution was concentrated
  6. additionwater (300 ml) was added
  7. extractionThe mixture was extracted with chloroform (200 ml) twice
  8. washThe extract was washed with saturated brine
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-4fa14dd713ee431badc84ae626a0a5ab
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07420070B2

反応ノート

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