3-Fluorobenzaldehyde → 5-Propyl-2-(3-fluorophenyl)-1,3-dioxane

HRID 342327ノート

反応式

HRID 342327 の反応式
[CH2:1]([CH:4]([CH2:7][OH:8])[CH2:5][OH:6])[CH2:2][CH3:3].[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[CH:13]=O>C1(C)C=CC=CC=1>[CH2:1]([CH:4]1[CH2:7][O:8][CH:13]([C:12]2[CH:15]=[CH:16][CH:17]=[C:10]([F:9])[CH:11]=2)[O:6][CH2:5]1)[CH2:2][CH3:3]

参加物

4

反応物 2

HCID 680093-FluorobenzaldehydeHCID 70211562-propylpropane-1,3-diol

生成物 1

HCID 542446685-Propyl-2-(3-fluorophenyl)-1,3-dioxane収率 32.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

2-Propyl-1,3-propanediol (138.0 g; 1.17 mol) and 3-fluorobenzaldehyde (138.0 g; 1.11 mol) were dissolved in toluene (1.5 liters), and PTS (7 g) was added. The mixture was refluxed for 3 hours while being dehydrated with a Dean-Stark's device. The resultant reaction mixture was washed sequentially with saturated sodium bicarbonate solution and saturated brine, and then dried over magnesium sulfate. Subsequently, the solvent was evaporated. The residue was recrystallized twice from heptane, to thereby obtain 81.2 g (362 mmol) of 5-propyl-2-(3-fluorophenyl)-1,3-dioxane. The yield of the compound from 3-fluorobenzaldehyde was 32.6%.

後処理

  1. additionPTS (7 g) was added
  2. temperatureThe mixture was refluxed for 3 hours
  3. customThe resultant reaction mixture
  4. washwas washed sequentially with saturated sodium bicarbonate solution and saturated brine
  5. dry with materialdried over magnesium sulfate
  6. customSubsequently, the solvent was evaporated
  7. customThe residue was recrystallized twice from heptane

出典と根拠

ORDレコード
ord-58ffe98ff8d0438ca2f921319ac60a83
出典データセット
uspto-grants-1999_01
特許番号
US05858272

反応ノート

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