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Ammonium Chloride → HCID 15476078, 화합물

HRID 2289366
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HRID 2289366 반응식
[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([S:7]([O:10][CH2:11][C@@H:12]2[O:14][CH2:13]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[Cl-].[NH4+]>C1COCC1.[Cu](Cl)(Cl)(Cl)Cl.[Li]>[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([S:7]([O:10][CH2:11][C@H:12]([OH:14])[CH2:13][CH2:6][C@@H:1]([CH3:15])[CH2:2][CH3:3])(=[O:9])=[O:8])=[CH:3][CH:2]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 154187Glycidyl tosylate, (R)-

생성물 1

HCID 15476078HCID 15476078, 화합물수율 190.2%

시약·촉매·용매 2

HCID 178478939HCID 178478939, 화합물촉매HCID 8028Tetrahydrofuran용매2회

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온도
-50 °C

실험 절차

In a 500 ml flask was put 18 ml of a 0.1 ML-1 solution of lithium copper tetrachloride in dried THF, followed by cooling to -50° C. The above prepared Grignard reagent was added thereto over 5 minutes, and the mixture was reacted at that temperature for 20 minutes. To the reaction mixture was added dropwise a solution of 8.07 g of (R)-glycidyl p-toluenesulfonate (produced by Aldrich Chemical Co., Inc.) in 70 ml of dried THF at the same temperature over 20 minutes through a dropping funnel, followed by further reacting for 1.5 hours. The resulting reaction mixture was poured into a saturated ammonium chloride aqueous solution and extracted with diethyl ether. The extract was washed twice with a saturated sodium chloride aqueous solution, and the solvent was removed by distillation under reduced pressure to obtain 10.1 g (95%) of a crude product.

후처리

  1. customIn a 500 ml flask was put
  2. additionwas added
  3. customthe mixture was reacted at that temperature for 20 minutes
  4. waitby further reacting for 1.5 hours
  5. customThe resulting reaction mixture
  6. extractionextracted with diethyl ether
  7. washThe extract was washed twice with a saturated sodium chloride aqueous solution
  8. customthe solvent was removed by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-c10098b343d0402f9838b38aa281f156
출처 데이터셋
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06093345

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