4-Hydroxybenzaldehyde → 4-(3-Dibutylamino-propoxy)-benzaldehyde

HRID 1048911

반응식

HRID 1048911 반응식
Cl.[CH2:2]([N:6]([CH2:11][CH2:12][CH2:13]Cl)[CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][CH2:4][CH3:5].[OH:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].CCC(C)=O>O>[CH2:2]([N:6]([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:11][CH2:12][CH2:13][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1)[CH2:3][CH2:4][CH3:5]

참가 물질

6

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 225950531-Dibutylamino-3-chloropropane hydrochloride

생성물 1

HCID 141464004-(3-Dibutylamino-propoxy)-benzaldehyde수율 90.9%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

9.69 g of dibutylamino propylchloride HCl salt (IV) (0.04 mol, 1 eq), 5 g of 4-hydroxybenzaldehyde (III) (0.04 mol, 1 eq), 17 g of potassium carbonate (0.12 mol, 3 eq) and 30 mL of MEK are added to the reaction flask. The suspension is heated to 80° C. and it is stirred for 10 hours at this temperature. Then the mixture is cooled to room temperature, 40 mL of water is added and the brown solution is stirred for 30 min. After phase separation the organic phase is washed with 15 mL of water and the solvent is evaporated to obtain 10.6 g of compound (V) as a yellowish-brown solid (89%).

후처리

  1. temperatureThen the mixture is cooled to room temperature
  2. stirringthe brown solution is stirred for 30 min
  3. customAfter phase separation the organic phase
  4. washis washed with 15 mL of water
  5. customthe solvent is evaporated

출처 및 근거

ORD 기록
ord-33d6c86450a443948090e15be20b79b6
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09382223B2

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