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3-Hydroxybenzaldehyde → 2-[2-(Diethylamino)ethoxy]benzaldehyde

HRID 505909
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인쇄 미리보기

반응식

HRID 505909 반응식
O[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH2:10]([O-:12])[CH3:11].[Na+].Cl[CH2:15][CH2:16][N:17](CC)[CH2:18][CH3:19]>C(O)C>[CH2:16]([N:17]([CH2:11][CH2:10][O:12][C:7]1[CH:8]=[CH:9][CH:2]=[CH:3][C:4]=1[CH:5]=[O:6])[CH2:18][CH3:19])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1013-HydroxybenzaldehydeHCID 13364Diethylaminoethyl chlorideHCID 2723922Sodium ethoxide

생성물 1

HCID 27645162-[2-(Diethylamino)ethoxy]benzaldehyde수율 68.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6.1 g (50 mmol) of 3-hydroxybenzaldehyde were dissolved in 100 ml of ethanol and 3.5 g (50 mmol) of sodium ethanolate were added. The mixture was stirred for 15 minutes. Then 7.5 g (55 mmol) of N-(2-chloroethyl)-N,N-diethylamine were added, and the mixture was refluxed for 12 hours. The reaction mixture was then concentrated in vacuo. The residue was then partitioned between ether and 1M sodium hydroxide solution, and the ether phase was separated off, dried and concentrated in vacuo. 7.6 g of the intermediate were obtained.

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후처리

  1. temperaturethe mixture was refluxed for 12 hours
  2. concentrationThe reaction mixture was then concentrated in vacuo
  3. customThe residue was then partitioned between ether and 1M sodium hydroxide solution
  4. customthe ether phase was separated off
  5. customdried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2ca48e206eb445ef872fdd79cf514fd9
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781596B1

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