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Potassium Iodide → Glycine, N-(2,2-difluoroethyl)-, ethyl ester

HRID 2207069
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HRID 2207069 반응식
[F:1][CH:2]([F:5])[CH2:3][NH2:4].Br[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].[I-].[K+].C(N(C(C)C)CC)(C)C>C(#N)C>[F:1][CH:2]([F:5])[CH2:3][NH:4][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9]
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참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 7748Ethyl bromoacetateHCID 81531DiisopropylethylamineHCID 1362742,2-Difluoroethanamine

생성물 1

HCID 60921893Glycine, N-(2,2-difluoroethyl)-, ethyl ester

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2,2-difluoroethylamine (4.0 g) was added to a suspension of ethyl bromoacetate (5.4 mL), potassium iodide (0.82 g), diisopropylethylamine (9.8 mL) in acetonitrile (100 mL) and the mixture was stirred at RT for 25 h. The mixture was concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel to afford the sub-title compound (7.0 g) as a colorless oil; 1H NMR (300 MHz, CDCl3); 5.82 (1H, tt), 4.18 (2H, q), 3.46 (2H, s), 3.00 (2H, dt), 1.26 (3H, t).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customThe residue was purified by flash column chromatography on silica gel

출처 및 근거

ORD 기록
ord-b053c74e468b4549b3254fe9cae52beb
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376398B2

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