4-Hydroxybenzaldehyde → 4-Piperidin-1-ylmethyl-phenol

HRID 1790010

反応式

HRID 1790010 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>ClCCCl.C(O)(=O)C>[N:10]1([CH2:6][C:5]2[CH:8]=[CH:9][C:2]([OH:1])=[CH:3][CH:4]=2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

参加物

7

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 8082PiperidineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 116369724-Piperidin-1-ylmethyl-phenol

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 176Acetic Acid溶媒

実験手順

A solution of 4-hydroxybenzaldehyde (10 g), piperidine (8.9 mL), and acetic acid (4.7 mL) in DCE (200 mL) was treated with sodium triacetoxyborohydride (24 g). After 16 h, the resulting mixture was treated with saturated aqueous sodium bicarbonate (100 mL) and extracted with DCM (5×100 mL). The combined organic phases were dried (magnesium sulfate) and evaporated. Trituration of the residue with ethyl acetate gave the title compound as a white crystalline solid (5.5 g).

後処理

  1. extractionextracted with DCM (5×100 mL)
  2. dry with materialThe combined organic phases were dried (magnesium sulfate)
  3. customevaporated

出典と根拠

ORDレコード
ord-bb490914043a4089a4b4985a7be43596
出典データセット
uspto-grants-2006_07
特許番号
US07071191B2

関連ノート

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