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Benzene, 2-fluoro-4-methyl-1-nitro- → 3-(5-Methyl-2-nitro-phenylamino)-hexanoic acid ethyl ester

HRID 1747307
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HRID 1747307 반응식
F[C:2]1[CH:3]=[C:4]([CH3:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].Cl.[CH2:13]([O:15][C:16](=[O:23])[CH2:17][CH:18]([NH2:22])[CH2:19][CH2:20][CH3:21])[CH3:14].CCN(C(C)C)C(C)C>CN(C=O)C.C(OCC)(=O)C>[CH2:13]([O:15][C:16](=[O:23])[CH2:17][CH:18]([NH:22][C:2]1[CH:3]=[C:4]([CH3:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9])[CH2:19][CH2:20][CH3:21])[CH3:14]
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참가 물질

6

반응물 3

HCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 81531DiisopropylethylamineHCID 75530735Hexanoic acid, 3-amino-, ethyl ester, hydrochloride (1:1)

생성물 1

HCID 594976263-(5-Methyl-2-nitro-phenylamino)-hexanoic acid ethyl ester수율 73.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of 3-Fluoro-4-nitrotoluene (1.0 g, 6.5 mmol) in DMF (5 mL) were: 3-Amino-hexanoic acid ethyl ester hydrochloride (1.3 g, 6.7 mmol) and DIPEA (2.2 mL, 12.9 mmol). The reaction mixture was stirred at room temperature for 48 h. The reaction mixture was then diluted with ethyl acetate and washed with water (×4). The organic phase was then dried over Na2SO4 and concentrated. The resulting residue was purified by Combiflash using hexane and ethyl acetate (10% gradient) as an eluent to afford 1.4 g of the desired product as orange oil.

후처리

  1. washwashed with water (×4)
  2. dry with materialThe organic phase was then dried over Na2SO4
  3. concentrationconcentrated
  4. customThe resulting residue was purified by Combiflash

출처 및 근거

ORD 기록
ord-836a387586724ecdb604e6f9f56de0bf
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150556B2

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