4-Hydroxybenzaldehyde → 4-(2-(Diethylamino)-Ethoxy)-Benzaldehyde

HRID 215753

반응식

HRID 215753 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH2:10]([N:12]([CH2:16][CH3:17])[CH2:13][CH2:14]Cl)[CH3:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:10]([N:12]([CH2:16][CH2:17][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[CH2:13][CH3:14])[CH3:11]

참가 물질

5

반응물 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 13364Diethylaminoethyl chloride

생성물 1

HCID 4116744-(2-(Diethylamino)-Ethoxy)-Benzaldehyde수율 60.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To the solution of 18.4 g (0.15 mol) of 4-hydroxybenzaldehyde in 100 ml acetone, 27.5 g (0.16 mol) of N,N-diethyl-N-(2-chlorethyl)-amine IX and 22.1 g (0.16 mol) potassium carbonate was added at the room temperature under stirring. The mixture was then intensively stirred at the boiling temperature for 12 hours. The mixture was cooled, potassium chloride was separated, washed with acetone. The solvent was distilled off from the solution on the vacuum rotatory evaporator. Afforded 20 g (60.6%) of 4-diethylaminoethoxybenzaldehyde X. Colourless fluid boiling point 120-123° C./0.5 torr, n20D=1.536. Lit. [5] reports boiling point 123-125° C./0.8 torr, n20D=1.530.

후처리

  1. stirringThe mixture was then intensively stirred at the boiling temperature for 12 hours
  2. temperatureThe mixture was cooled
  3. custompotassium chloride was separated
  4. washwashed with acetone
  5. distillationThe solvent was distilled off from the solution on the vacuum rotatory evaporator

출처 및 근거

ORD 기록
ord-c5d24567c5a94a148b23841095e5169f
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193184B2

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