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Acetic Acid → 4-(N,N-Bis(2-hydroxyethyl)amino)benzaldehyde

HRID 359573
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HRID 359573 반응식
C([O:4][CH2:5][CH2:6][N:7]([CH2:16][CH2:17][O:18]C(=O)C)[C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1)(=O)C.C[O-].[Na+].C(O)(=O)C>CN(C)C=O.CO>[OH:4][CH2:5][CH2:6][N:7]([CH2:16][CH2:17][OH:18])[C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=1
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참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 3287294-[Bis[2-(acetyloxy)ethyl]amino]benzaldehydeHCID 10942334Sodium Methoxide

생성물 1

HCID 128249654-(N,N-Bis(2-hydroxyethyl)amino)benzaldehyde수율 74.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6228Dimethylformamide
용매

실험 절차

To a solution of 293 g of 4-di-(2-acetoxyethyl) aminobenzaldehyde (see under Example 2b) in 500 ml of dimethyl formamide was added a solution of 54 g of sodium methanolate in 500 ml of methanol. After stirring for 30 minutes at room temperature the reaction mixture was neutralized with acetic acid and concentrated to a small volume. The residue was taken up in 500 ml of water and 500 ml of ethyl acetate. The water layer was separated and extracted six times, each time with a portion of 500 ml of ethyl acetate. The combined organic layers were dried on magnesium sulphate and evaporated. The residue was crystallized from 500 ml of ethyl acetate to yield 156 g of 4-di(2-hydroxyethyl)aminobenzaldehyde with a melting point of 63°-64° C.

후처리

  1. concentrationconcentrated to a small volume
  2. customThe water layer was separated
  3. extractionextracted six times
  4. customThe combined organic layers were dried on magnesium sulphate
  5. customevaporated
  6. customThe residue was crystallized from 500 ml of ethyl acetate

출처 및 근거

ORD 기록
ord-e3babbee69f248b695f966ff29e16041
출처 데이터셋
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05001209

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