P-Chloroacetophenone → HCID 86722002、化合物

HRID 1398035ノート

反応式

HRID 1398035 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 86722002HCID 86722002、化合物収率 72.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-33d2cb65b6894f3d8a26da99d60e20ab
出典データセット
uspto-grants-2014_12
特許番号
US08901314B2

反応ノート

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