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

HRID 342327노트

반응식

HRID 342327 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-58ffe98ff8d0438ca2f921319ac60a83
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05858272

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