Ethyl Acetate → N-Cyclohexyl-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)-N-(2-oxoethyl)propanamide

HRID 909883ノート

反応式

HRID 909883 の反応式
[CH:1]1([N:7]([CH2:27][CH:28](OC)[O:29]C)[C:8](=[O:26])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:21]=[N:22][N:23]([CH3:25])[CH:24]=3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH:1]1([N:7]([CH2:27][CH:28]=[O:29])[C:8](=[O:26])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:21]=[N:22][N:23]([CH3:25])[CH:24]=3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 59290438N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)propanamide

生成物 1

HCID 44553042N-Cyclohexyl-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)-N-(2-oxoethyl)propanamide収率 107.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)propanamide (0.5 g) was stirred in DCM (10 mL) followed by the addition of p-toluenesulfonic acid monohydrate (0.43 g). The mixture was stirred for 1 h. Ethyl acetate was added followed by sodium hydrogen carbonate solution. The aqueous phase was removed and the remaining organic phase washed once with water, once with brine, dried over sodium sulphate, filtered and the solvent removed to afford the desired material as an oil (0.48 g). This material was used in the next step directly. MS [M+H]+=398 (MultiMode+)

後処理

  1. customThe aqueous phase was removed
  2. washthe remaining organic phase washed once with water, once with brine
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customthe solvent removed

出典と根拠

ORDレコード
ord-549cec2ee57042758ba947d5c7b7cc7a
出典データセット
uspto-grants-2011_09
特許番号
US08017602B2

反応ノート

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