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Ammonium Chloride → HCID 15476078, 화합물

HRID 2209371
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HRID 2209371 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
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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 as charged a 0.1 ML-1 dried THF solution containing 18 ml of lithium copper tetrachloride under a nitrogen atmosphere, 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 (yield=95%) of a crude product. [α]D24 : -3.89° MS: 300 (M+) NMR (δ, ppm): 0.85 (6H, m), 1.3 (7H, m), 2.05 (1H, s), 2.43 (3H, s), 3.8 (1H, m), 3.97 (2H, m), 7.35 (2H, m), 7.8 (2H, m)

후처리

  1. additionwas added
  2. customthe mixture was reacted at that temperature for 20 minutes
  3. waitby further reacting for 1.5 hours
  4. custom.The resulting
  5. customreaction 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-2f0a6187b6a948dfaecd547add0b5e2a
출처 데이터셋
uspto-grants-1995_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05454976

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