Water → HCID 15840342, 화합물

HRID 990809노트

반응식

HRID 990809 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 15840342HCID 15840342, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-20 °C

실험 절차

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 point0.8180° C). 93 g were obtained.

후처리

  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 point0.8180° C)
  7. custom93 g were obtained

출처 및 근거

ORD 기록
ord-0107352c63fc4f1f95ab1f145059b719
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06462068B1

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