Water → 5-(1,3-Dioxan-2-yl)-2-methylpyrimidine

HRID 512204

反応式

HRID 512204 の反応式
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][N:3]=1.[CH2:10](O)[CH2:11][CH2:12][OH:13].O>C1(C)C=CC=CC=1.C1COCC1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[O:9]1[CH2:10][CH2:11][CH2:12][O:13][CH:8]1[C:5]1[CH:4]=[N:3][C:2]([CH3:1])=[N:7][CH:6]=1

参加物

7

反応物 3

HCID 962WaterHCID 104421,3-PropanediolHCID 31609702-Methylpyrimidine-5-carbaldehyde

生成物 1

HCID 867162345-(1,3-Dioxan-2-yl)-2-methylpyrimidine収率 52%

試薬・触媒・溶媒 3

HCID 6101p-Toluenesulfonic acid触媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

To a solution of 2-methylpyrimidine-5-carbaldehyde (0.808 g, 6.62 mmol) and propane-1,3-diol (1.01 g, 0.868 ml, 13.2 mmol) in toluene (7.6 ml) and THF (1.9 ml) was added p-toluenesulfonic acid (11 mg, 0.066 mmol). The reaction was heated at 65° C. for 4.5 hours. The reaction mixture was then poured into H2O (50 mL) and extracted with AcOEt (3×50 mL). The combined organic phases were washed with brine, dried over MgSO4 and concentrated in vacuo to yield 5-(1,3-dioxan-2-yl)-2-methylpyrimidine (620 mg, 3.44 mmol, 52%) used for next step without further purification.

後処理

  1. extractionextracted with AcOEt (3×50 mL)
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b285fe4facbd40978544e3ddff72becd
出典データセット
uspto-grants-2015_08
特許番号
US09102591B2

関連ノート

読み込み中…