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Chloroacetyl chloride → HCID 21491380, 화합물

HRID 709590
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HRID 709590 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][CH2:9][CH2:8][CH2:7]2.[Cl:12][CH2:13][C:14](Cl)=[O:15].C(N(CC)CC)C>C(Cl)Cl>[Cl:12][CH2:13][C:14]([N:10]1[C:11]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[CH3:1])[CH2:7][CH2:8][CH2:9]1)=[O:15]
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참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 27741668-Methyl-1,2,3,4-tetrahydroquinoline

생성물 1

HCID 21491380HCID 21491380, 화합물수율 97%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 8-methyl-1,2,3,4-tetrahydroquinolin (1) (8.0 g, 54.3 mmol) in dry CH2Cl2 (250 mL) at 0° C. was added chloroacetyl chloride (4.8 mL, 60.3 mmol) followed by addition of triethylamine (8.4 mL, 60.3 mmol). The reaction mixture was stirred overnight under N2 and then diluted with CH2Cl2 (300 mL), washed with 1M HCl (2×225 mL), H2O (2×250 mL) and brine. Dried over Na2SO4, filtered and concentrated under reduce pressure to 12.67 g of crude material which was purified by column chromatography (EtOAc/Hexanes). Obtained 11.76 g (52.6 mmol) of target 2 (off-white solid) in 97% yield.

후처리

  1. washwashed with 1M HCl (2×225 mL), H2O (2×250 mL) and brine
  2. dry with materialDried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customwas purified by column chromatography (EtOAc/Hexanes)
  6. customObtained 11.76 g (52.6 mmol) of target 2 (off-white solid) in 97% yield

출처 및 근거

ORD 기록
ord-7b520669e8534d2089a565d84e0fef96
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181219B2

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