Formaldehyde → 4-(4-Methyl-1-piperazinyl)phenol

HRID 522485

反応式

HRID 522485 の反応式
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C=O.[C:16](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C1COCC1.CC(O)=O>[CH3:16][N:4]1[CH2:3][CH2:2][N:1]([C:7]2[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=2)[CH2:6][CH2:5]1

参加物

5

反応物 3

HCID 712FormaldehydeHCID 92467p-(1-Piperazinyl)phenolHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 116224864-(4-Methyl-1-piperazinyl)phenol収率 106.4%

試薬・触媒・溶媒 1

HCID 23444217Acetic acid tetrahydrofuran溶媒

実験手順

4-(piperazin-1-yl)phenol 2 g (11.24 mmol) and formaldehyde 4.5 mL (37% in water, 56 mmol) were suspended in a mixture of THF/AcOH 5/1 and let under stirring at room temperature. After 30 minutes sodium triacetoxyborohydride 4.7 g (22.5 mmol) was added portion-wise. The reaction was let stir a few hours and evaporated down. The crude was purified on silica gel with AcOEt/EtOH/(NH3 7 N in MeOH) 8/2/0.2 to give 2.3 g of pink solid as a free base.

後処理

  1. stirringThe reaction was let stir a few hours
  2. customevaporated down
  3. customThe crude was purified on silica gel with AcOEt/EtOH/(NH3 7 N in MeOH) 8/2/0.2

出典と根拠

ORDレコード
ord-4ec99b628aaf4feb9ef037415756c670
出典データセット
uspto-grants-2016_05
特許番号
US09333205B2

関連ノート

読み込み中…