Acetaldehyde → 1,3-Dioxolane, 2-methyl-4-phenyl-

HRID 347617

반응식

HRID 347617 반응식
[C:1]1([CH:7]([OH:10])[CH2:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11](OCC)[CH3:12].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)C>O>[CH3:11][CH:12]1[O:10][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][O:9]1

참가 물질

6

반응물 4

HCID 177AcetaldehydeHCID 3283Diethyl EtherHCID 6101p-Toluenesulfonic acidHCID 71491-Phenyl-1,2-ethanediol

생성물 1

HCID 1181191,3-Dioxolane, 2-methyl-4-phenyl-

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
20 °C

실험 절차

A 1 l stirrer fitted with reflux condenser, thermometer and dropping funnel was charged with 223 g (1.47 mol) of (±)-1-phenyl-1,2-ethanediol (3) (91% pure according to GC) from Example 1, 100 ml of diethyl ether and 2 g of para-toluenesulfonic acid and cooled to 5–10° C., and, at this temperature, 80.8 g (1.83 mol) of acetaldehyde were added over the course of 30 min. When the dropwise addition was complete, the mixture was then stirred firstly for 4 h at 5–10° C. and for a further 2 h at a maximum of 20° C. After this time, water was added, the organic phase was separated off, the aqueous phase was extracted with 1×100 ml of ether, and the combined organic phases were washed until neutral with sodium carbonate solution and water. Drying over Na2SO4 was then carried out, and the solvent was distilled off under reduced pressure.

후처리

  1. customA 1 l stirrer fitted
  2. temperaturewith reflux condenser
  3. temperaturecooled to 5–10° C.
  4. additionWhen the dropwise addition
  5. customthe organic phase was separated off
  6. extractionthe aqueous phase was extracted with 1×100 ml of ether
  7. washthe combined organic phases were washed until neutral with sodium carbonate solution and water
  8. dry with materialDrying over Na2SO4
  9. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-4e8c8cddc40841dc9725bbbb58e46a5b
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176176B2

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