Benzaldehyde → 4-(1-Benzyl-piperidin-4-yloxy)-benzonitrile

HRID 459926

反応式

HRID 459926 の反応式
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[CH2:17]([N:2]1[CH2:3][CH2:4][CH:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[CH2:6][CH2:7]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 240BenzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 178322734-(Piperidin-4-yloxy)benzonitrile hydrochloride

生成物 1

HCID 112663284-(1-Benzyl-piperidin-4-yloxy)-benzonitrile収率 95%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Combine 4-(piperidin-4-yloxy)-benzonitrile hydrochloride (64 mg, 0.268 mmol), benzaldehyde (55 μL, 0.536 mmol) and sodium triacetoxy borohydride (85 mg, 0.402 mmol) in CH2Cl2 (3 mL). Stir at room temperature overnight. Dilute the reaction mixture with CH2Cl2 (3 mL) and wash with NaOH (1M aq. 5 mL). Separate the organic layer and place it in an SCX column, eluting with ammonia (2.0M in methanol) to provide the title compound (74 mg, 95%).

後処理

  1. washwash with NaOH (1M aq. 5 mL)
  2. customSeparate the organic layer and place it in an SCX column
  3. washeluting with ammonia (2.0M in methanol)

出典と根拠

ORDレコード
ord-3a0e7436286b4c1089f4e4737f0fef18
出典データセット
uspto-grants-2007_03
特許番号
US07196100B2

関連ノート

読み込み中…