P-Chloroacetophenone → HCID 86722002, 화합물

HRID 1398035노트

반응식

HRID 1398035 반응식
N1([C:10]([CH:12]2[CH2:17][C:16]([CH3:19])([CH3:18])[O:15][C:14]([CH3:21])([CH3:20])[CH2:13]2)=[O:11])C2C=CC=CC=2N=N1.CCOCC.[Mg+2].[Br-].[Br-].[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([C:37](=[O:39])[CH3:38])=[CH:33][CH:32]=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([C:37](=[O:39])[CH2:38][C:10]([CH:12]2[CH2:13][C:14]([CH3:20])([CH3:21])[O:15][C:16]([CH3:18])([CH3:19])[CH2:17]2)=[O:11])=[CH:33][CH:32]=1

참가 물질

6

반응물 4

HCID 7467P-ChloroacetophenoneHCID 81531DiisopropylethylamineHCID 9903262Magnesium bromide diethyl etherateHCID 86721999Benzotriazol-1-yl-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-methanone

생성물 1

HCID 86722002HCID 86722002, 화합물수율 72.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of benzotriazol-1-yl-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-methanone (1.00 g, 3.13 mmol), magnesium bromide diethyl etherate (1.62 g, 6.26 mmol), and 1-(4-chloro-phenyl)-ethanone (0.39 mL, 2.98 mmol) in 10 mL of DCM at RT was added dropwise DIEA (1.74 mL, 9.40 mmol). The mixture was stirred overnight and then diluted with 50 mL of DCM and washed with 1N HCl (100 mL) and brine (100 mL). The organic layer was dried over Na2SO4, concentrated, and the residue purified by flash chromatography on silica gel to give 0.70 g (69%) of a white solid.

후처리

  1. washwashed with 1N HCl (100 mL) and brine (100 mL)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated
  4. customthe residue purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-33d2cb65b6894f3d8a26da99d60e20ab
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901314B2

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