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Sodium Bicarbonate → Methyl 2-[3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzoate

HRID 602141
ノート
印刷プレビュー

反応式

HRID 602141 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][N:19]([C:23]4[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=4[CH:25]=[O:26])[CH2:18]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.[Na].[C:32](=O)(O)[O-:33].[Na+]>CO.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][N:19]([C:23]4[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=4[C:25]([O:33][CH3:32])=[O:26])[CH2:18]3)=[C:11]([CH3:13])[N:12]=2)=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 516892Sodium BicarbonateHCID 5360545SodiumHCID 575722032-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzaldehyde

生成物 1

HCID 58992617Methyl 2-[3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzoate収率 58%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物
触媒
HCID 887Methanol溶媒

実験手順

2-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzaldehyde (45.2 mg, 0.102 mmol) was dissolved in methanol (5 mL). To this solution, sodium cyamide (25.8 mg, 0.510 mmol) and manganese dioxide (88.7 mg, 1.02 mmol) were added and the mixture was stirred at room temperature for 3 hours. Subsequently, a saturated aqueous sodium bicarbonate solution was added and the mixture was filtered through Celite. The filtrate was extracted with ethyl acetate and the extract washed with brine, followed by drying over magnesium sulfate and evaporation of the solvent. Purification of the resulting residue by silica gel column chromatography (Chromatorex NH-DM2035, Fuji Silysia Chemical Co., Ltd.) (hexane:ethyl acetate=50:1->10:1) gave 27.9 mg (58%) of the desired compound as a colorless oil.

後処理

  1. filtrationthe mixture was filtered through Celite
  2. extractionThe filtrate was extracted with ethyl acetate
  3. washthe extract washed with brine
  4. dry with materialby drying over magnesium sulfate and evaporation of the solvent
  5. customPurification of the resulting residue by silica gel column chromatography (Chromatorex NH-DM2035, Fuji Silysia Chemical Co., Ltd.) (hexane:ethyl acetate=50:1->10:1)

出典と根拠

ORDレコード
ord-6fe77a2daf7843288a06f238463ce96b
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07902367B2

反応ノート

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