Water → HCID 15840342、化合物

HRID 1935643ノート

反応式

HRID 1935643 の反応式
C([Li])(CC)C.[O:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[CH:11]1[O:16][CH2:15][CH2:14][CH2:13][O:12]1.[CH2:17]([Sn:21](Cl)([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH3:20].O>C1COCC1>[O:16]1[CH2:15][CH2:14][CH2:13][O:12][CH:11]1[C:7]1[O:6][C:10]([Sn:21]([CH2:22][CH2:23][CH2:24][CH3:25])([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:17][CH2:18][CH2:19][CH3:20])=[CH:9][CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 15096Tributyltin ChlorideHCID 3466522-(2-furyl)-1,3-dioxaneHCID 178418400CID 53628100

生成物 1

HCID 15840342HCID 15840342、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-20 °C

実験手順

200 ml of sec-butyllithium (1.3M solution in cyclohexane, 260 mmol) were added dropwise to a solution of 34.4 g of 2-(2-furyl)-1,3-dioxane (224 mmol, obtainable from furfural and propane-1,3-diol) in 320 ml of THF at −70° C. in the course of 20 minutes. The solution was warmed at −20° C. for 30 minutes and then cooled again to −78° C. A solution of 60.8 ml of tributylstannyl chloride in 160 ml of THF was then added dropwise in the course of 30 minutes, after which the mixture was allowed to warm to room temperature. After 2.5 hours, water was added and the mixture was extracted with ethyl acetate. The organic phase was dried with magnesium sulphate and concentrated and the residue was distilled (boiling point0.8 180° C.). 93 g were obtained.

後処理

  1. temperaturecooled again to −78° C
  2. temperatureto warm to room temperature
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe organic phase was dried with magnesium sulphate
  5. concentrationconcentrated
  6. distillationthe residue was distilled (boiling point0.8 180° C.)
  7. custom93 g were obtained

出典と根拠

ORDレコード
ord-66a5d2e4b4a4495898a606e8b224c950
出典データセット
uspto-grants-2002_05
特許番号
US06387940B1

反応ノート

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