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Acetic Anhydride → n-[2-(3,4-Dihydro-2h-4-chromenyl)ethyl]acetamide

HRID 394668
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반응식

HRID 394668 반응식
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([CH2:11][C:12]#[N:13])[CH2:3][CH2:2]1.[C:14](OC(=O)C)(=[O:16])[CH3:15].C([O-])(=O)C.[Na+]>[Ni]>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([CH2:11][CH2:12][NH:13][C:14](=[O:16])[CH3:15])[CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 133627812-(Chroman-4-yl)acetonitrile

생성물 1

HCID 18177447n-[2-(3,4-Dihydro-2h-4-chromenyl)ethyl]acetamide

시약·촉매·용매 1

HCID 935Nickel촉매

반응 조건

온도
50 °C

실험 절차

The saturated cyano compound obtained in Step B is solubilised in the reactor of a Parr apparatus with acetic anhydride. Sodium acetate (1.5 eq.) and also Raney nickel (6 mg per 50 mg of product) are then introduced into the reaction medium. The whole is heated at 50° C. under hydrogen pressure of 40 psi for 12 hours. Once the solvent has been removed after returning to normal temperature and pressure conditions, extraction is carried out with ethyl acetate. Purification of the concentrated organic phase by flash chromatography (CHCl3/AcOEt 7/3) results in the desired amide. Colourless gum.

후처리

  1. customOnce the solvent has been removed
  2. extractionafter returning to normal temperature and pressure conditions, extraction
  3. customPurification of the concentrated organic phase by flash chromatography (CHCl3/AcOEt 7/3)

출처 및 근거

ORD 기록
ord-bd5f294836f9440b91abffe41978c449
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06602903B2

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