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Sodium Carbonate → 2-Methoxy-3-(4-(2-methylphenoxymethyl)piperidino]methyl-pyrazine

HRID 890069
ノート
印刷プレビュー

反応式

HRID 890069 の反応式
Cl.[CH3:2][C:3]1[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=1[O:5][CH2:6][CH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[CH3:17][O:18][C:19]1[C:20]([CH:25]=O)=[N:21][CH:22]=[CH:23][N:24]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)([O-])[O-].[Na+].[Na+]>ClCCl.C(OCC)(=O)C>[CH3:17][O:18][C:19]1[C:20]([CH2:25][N:10]2[CH2:11][CH2:12][CH:7]([CH2:6][O:5][C:4]3[CH:13]=[CH:14][CH:15]=[CH:16][C:3]=3[CH3:2])[CH2:8][CH2:9]2)=[N:21][CH:22]=[CH:23][N:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 10340Sodium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 158805973-Methoxypyrazine-2-carbaldehydeHCID 172329964-[(2-Methylphenoxy)methyl]piperidine hydrochloride

生成物 1

HCID 101720282-Methoxy-3-(4-(2-methylphenoxymethyl)piperidino]methyl-pyrazine収率 87.1%

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

After suspending 200 mg of 4-(2-methylphenoxymethyl)piperidine hydrochloride in 5 ml of dichloromethane, 137 mg of 3-methoxypyrazine-2-carboxaldehyde [CAS No.63874-90-8] and 264 mg of sodium triacetoxyborohydride were added while stirring, and the stirring was continued overnight at room temperature. Aqueous sodium carbonate solution was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (236 mg, 87% yield).

後処理

  1. washThe organic layer was washed with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-aaae391673864981a98a53a502303556
出典データセット
uspto-grants-2006_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06995144B2

反応ノート

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