1,3-Propanediol, 2-(4-pentenyl)- → HCID 178444585, 화합물

HRID 2254982

반응식

HRID 2254982 반응식
[CH2:1]([CH:6]([CH2:9][OH:10])[CH2:7][OH:8])[CH2:2][CH2:3][CH:4]=[CH2:5].[CH2:11]([O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)[CH2:12][CH:13]=[CH2:14]>S(=O)(=O)(O)O.C1(C)C=CC=CC=1>[CH2:11]([O:15][C:16]1[CH:17]=[CH:18][C:19]([C@H:20]2[O:10][CH2:9][C@H:6]([CH2:1][CH2:2][CH2:3][CH:4]=[CH2:5])[CH2:7][O:8]2)=[CH:22][CH:23]=1)[CH2:12][CH:13]=[CH2:14]

참가 물질

5

반응물 2

HCID 110947511,3-Propanediol, 2-(4-pentenyl)-HCID 197393214-(But-3-en-1-yloxy)benzaldehyde

생성물 1

HCID 178444585HCID 178444585, 화합물

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 1140Toluene용매

실험 절차

A mixture of 3.6 g of 2-(4-pentenyl)-1,3-propanediol, 4,4 of p-(3-butenyl)oxybenzaldehyde, 75 ml of toluene and 3 drops of 10 percent sulphuric acid is heated to boiling for 2.5 hours, whereby about 50 ml of wet solvent are distilled off and are replaced by the dropwise addition of 50 ml of fresh toluene. Thereafter, the mixture is neutralized with 4 drops of triethylamine and, after cooling, is washed with 5 percent sodium hydrogen carbonate solution and water. The organic phase is dried over sodium sulphate and concentrated. Chromatographic separation of the residue on silica gel with hexane/ethyl acetate and recrystallization from hexane gives trans-2-[p-(3-butenyl)oxyphenyl]-5-(4-pentenyl)-m-dioxane with m.p. (C-I) 17.8° C. and cl.p. (N-I) 7.3° C.

후처리

  1. temperatureis heated
  2. distillationwhereby about 50 ml of wet solvent are distilled off
  3. additionare replaced by the dropwise addition of 50 ml of fresh toluene
  4. temperatureafter cooling
  5. washis washed with 5 percent sodium hydrogen carbonate solution and water
  6. dry with materialThe organic phase is dried over sodium sulphate
  7. concentrationconcentrated
  8. customChromatographic separation of the residue on silica gel
  9. customwith hexane/ethyl acetate and recrystallization from hexane

출처 및 근거

ORD 기록
ord-546badd14e9245f380d7b249dcfc98df
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05238602

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