4-Hydroxybenzaldehyde → 4-(6-Hydroxyhexoxy)benzaldehyde

HRID 970250노트

반응식

HRID 970250 반응식
[OH-].[Na+].[OH:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1.[I-].[Na+].Cl[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21]>O.C(O)C>[OH:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1

참가 물질

7

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 748286-Chloro-1-hexanol

생성물 1

HCID 150510824-(6-Hydroxyhexoxy)benzaldehyde수율 91%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 40 g (1 mole) of sodium hydroxide in 60 ml of water and 400 ml of ethanol were added 122.12 g (1 mole) of 4-hydroxybenzaldehyde, 30 g of sodium iodide and 136.62 g (1 mole) of 1-chloro-6-hydroxyhexane. The mixture was heated at reflux for 24 hours under a nitrogen atmosphere. After cooling, the mixture was filtered and the solvent was removed under reduced pressure. Water (400 ml) was added to the residue and the mixture was extracted twice with 400 ml of ethyl acetate. The ethyl acetate layers were extracted twice with 200 ml of 5% aq. sodium hydroxide, and once with 200 ml of brine, dried over magnesium sulfate, and the solvent was evaporated. A brown oil (202 g, 91%) was obtained, which crystallized slowly.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 24 hours under a nitrogen atmosphere
  3. temperatureAfter cooling
  4. filtrationthe mixture was filtered
  5. customthe solvent was removed under reduced pressure
  6. additionWater (400 ml) was added to the residue
  7. extractionthe mixture was extracted twice with 400 ml of ethyl acetate
  8. extractionThe ethyl acetate layers were extracted twice with 200 ml of 5% aq. sodium hydroxide
  9. dry with materialonce with 200 ml of brine, dried over magnesium sulfate
  10. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-c9c9bdf946be4a7fb3eab5016f1e6009
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07311948B2

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