Potassium Carbonate → Methyl 2-[(4-{2-[benzyl(hexyl)amino]-2-oxoethyl}-2-fluorophenoxy)methyl]benzoate

HRID 2111989

反応式

HRID 2111989 の反応式
[CH2:1]([N:8]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:9](=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([F:18])[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][O:27][C:28](=[O:37])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH2:35]Br.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:1]([N:8]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:9](=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:35][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[C:28]([O:27][CH3:26])=[O:37])=[C:13]([F:18])[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 2734813Methyl 2-(bromomethyl)benzoateHCID 68871257N-Benzyl-2-(3-fluoro-4-hydroxyphenyl)-N-hexylacetamide

生成物 1

HCID 68869229Methyl 2-[(4-{2-[benzyl(hexyl)amino]-2-oxoethyl}-2-fluorophenoxy)methyl]benzoate収率 71%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

N-benzyl-2-(3-fluoro-4-hydroxyphenyl)-N-hexylacetamide (142 mg, 0.414 mmol), 2-bromomethylbenzoic acid methyl ester (99.4 mg, 0.434 mmol) and potassium carbonate anhydrous (86 mg, 0.620 mmol) were mixed in acetonitrile (5 ml). The mixture was heated to reflux overnight and then evaporated to dry. Ethyl acetate and water were added and the two phases were separated. The organic phase was washed with brine and dried (magnesium sulphate) and evaporated. Chromatography of the residue on a column (ISOLUTE® SI, 2 g/6 ml) using DCM, MeOH/DCM (0.5:99.5) as eluant gave 144 mg the desired product, yield 71%.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. customevaporated
  4. customto dry
  5. additionEthyl acetate and water were added
  6. customthe two phases were separated
  7. washThe organic phase was washed with brine
  8. dry with materialdried (magnesium sulphate)
  9. customevaporated

出典と根拠

ORDレコード
ord-3bb747eb86d4421ebbb6e3bdcebfb2e9
出典データセット
uspto-grants-2009_04
特許番号
US07521461B2

関連ノート

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