Toluene → 2-(Propan-2-yl)-1,3-oxazinane

HRID 276272ノート

反応式

HRID 276272 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].[O-]S([O-])(=O)=O.[Mg+2].[C:12]1([CH3:18])[CH:17]=CC=C[CH:13]=1>>[CH:12]([CH:18]1[NH:1][CH2:2][CH2:3][CH2:4][O:5]1)([CH3:17])[CH3:13]

参加物

4

反応物 3

HCID 1140TolueneHCID 90863-Amino-1-propanolHCID 24083Sulfuric acid magnesium salt (1:1)2 回

生成物 1

HCID 137649682-(Propan-2-yl)-1,3-oxazinane収率 61%

実験手順

To a solution of 3-aminopropanol (91 g, 65.4 mmol) in toluene (100 mL) was added isobutraldehyde (9.0 mL, 99.1 mmol, 1.5 equiv.) and MgSO4 (7.5 g) to generate an exotherm. The slurry was stirred for 30 min. and an additional portion of MgSO4 was added (7.5 g), and the slurry was stirred overnight. The resulting mixture was filtered and concentrated under reduced pressure. The condensate was again concentrated under reduced pressure and the two residues were combined to afford 2isopropyltetrahydro-1,3-oxazine as a colorless oil (5.18 g, 61%) 1H NMR (CDCl3) δ0.84-0.88 (m, 6H), 1.24-1.29 (m, 1H), 1.51-1.66 (m, 3H), 2.77-2.87 (m, 1H), 3.07-3.13 (m, 1H), 3.60-3.76 (m, 2H), 4.00-4.05 (m, 1H).

後処理

  1. stirringthe slurry was stirred overnight
  2. filtrationThe resulting mixture was filtered
  3. concentrationconcentrated under reduced pressure
  4. concentrationThe condensate was again concentrated under reduced pressure

出典と根拠

ORDレコード
ord-3ddc3499d80f4260b380a459a5a96ee3
出典データセット
uspto-grants-2002_03
特許番号
US06353006B1

反応ノート

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