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

HRID 276272노트

반응식

HRID 276272 반응식
[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]

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3ddc3499d80f4260b380a459a5a96ee3
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353006B1

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