Methylamine → N-methyl-1,4-dioxaspiro(4.5)decan-8-amine

HRID 1663018ノート

反応式

HRID 1663018 の反応式
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.C(Cl)Cl.CN.[C:17]([BH3-])#[N:18].[Na+]>C(O)(=O)C>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([NH:18][CH3:17])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 6329MethylamineHCID 6344DichloromethaneHCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 16786570N-methyl-1,4-dioxaspiro(4.5)decan-8-amine収率 43.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 1,4-dioxa-spiro[4.5]decan-8-one (3.1 g, 20 mmol) and CH2Cl2 (50 mL) was stirred with methylamine (15 mL, 30 mmol, 2.0M solution in THF), sodium cyanoborohydride (1.3 g, 20 mmol), and acetic acid (0.1 mL) at room temperature. After 8 hours, the reaction mixture was washed with water (50 mL) and concentrated. The residue was purified by flash chromatography to afford 1.5 g of (1,4-dioxa-spiro[4.5]dec-8-yl)-methyl-amine as an oil.

後処理

  1. washthe reaction mixture was washed with water (50 mL)
  2. concentrationconcentrated
  3. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-4554f1545a354faca8a7824f54180310
出典データセット
uspto-grants-2011_10
特許番号
US08034826B2

反応ノート

読み込み中…