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Trifluoroacetic acid → N-[2-(Diethylamino)ethyl]-3-[2-(1-naphthyl)ethoxy]-N-(2-oxoethyl)propanamide

HRID 556718
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HRID 556718 반응식
[CH2:1]([N:3]([CH2:30][CH3:31])[CH2:4][CH2:5][N:6]([CH2:24][CH:25](OC)[O:26]C)[C:7](=[O:23])[CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:2].FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:30]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][N:6]([CH2:24][CH:25]=[O:26])[C:7](=[O:23])[CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1)[CH3:31]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59296255N-[2-(diethylamino)ethyl]-N-(2,2-dimethoxyethyl)-3-[2-(1-naphthyl)ethoxy]propanamide

생성물 1

HCID 59296239N-[2-(Diethylamino)ethyl]-3-[2-(1-naphthyl)ethoxy]-N-(2-oxoethyl)propanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of N-[2-(diethylamino)ethyl]-N-(2,2-dimethoxyethyl)-3-[2-(1-naphthyl)ethoxy]propanamide (93 g) in DCM (270 mL) was treated dropwise at 0° C. with trifluoroacetic acid (270 mL) over 1.5 hours. After the addition the reaction mixture was allowed to warm to room temperature and stirred for a further 1 hour. The reaction mixture was concentrated and the residue poured into aqueous saturated sodium bicarbonate solution (1800 mL, caution). The aqueous mixture was extracted with DCM (4×400 mL) and the combined extracts were dried over magnesium sulphate and concentrated. The residue was used directly in the following reaction.

후처리

  1. additionAfter the addition the reaction mixture
  2. concentrationThe reaction mixture was concentrated
  3. additionthe residue poured into aqueous saturated sodium bicarbonate solution (1800 mL, caution)
  4. extractionThe aqueous mixture was extracted with DCM (4×400 mL)
  5. dry with materialthe combined extracts were dried over magnesium sulphate
  6. concentrationconcentrated
  7. customThe residue was used directly in the following reaction

출처 및 근거

ORD 기록
ord-0f9d3db6d1d04532b23a615b5ec8bd71
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08058294B2

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