Trichloroisocyanuric Acid → HCID 57912300, 화합물

HRID 389013노트

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HRID 389013 반응식
[C:1]([O-:4])(O)=[O:2].[Na+].[N+:6]([C:9]1[C:14]([CH2:15][O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])=[CH:13][CH:12]=[CH:11][C:10]=1CO)([O-:8])=[O:7].[Na+].[Br-].ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O>CC(C)=O.CC1(C)N([O])C(C)(C)CCC1.CC(O)C>[Si:17]([O:16][CH2:15][C:14]1[C:9]([N+:6]([O-:8])=[O:7])=[C:10]([CH:11]=[CH:12][CH:13]=1)[C:1]([OH:4])=[O:2])([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18]

참가 물질

8

반응물 4

HCID 6909Trichloroisocyanuric AcidHCID 253881Sodium BromideHCID 516892Sodium BicarbonateHCID 57912293HCID 57912293, 화합물

생성물 1

HCID 57912300HCID 57912300, 화합물수율 56%

시약·촉매·용매 3

HCID 2724126Tempo촉매HCID 180Acetone용매HCID 3776Isopropanol용매

실험 절차

An aqueous solution of 15% NaHCO3 (18 mL) was added to a stirring solution of Compound 9 (1.80 g, 2.69 mmol) in acetone (60 mL) at 0° C. NaBr (133 mg, 1.29 mmol) and TEMPO (18.9 mg, 0.121 mmol) were then added followed by the slow addition of trichloroisocyanuric acid (2.81 g, 12.1 mmol). The resulting solution was allowed to warm to room temperature and stirring for 1 d after which time 2-propanol (3.63 mL) was added. The mixture was filtered over Celite, concentrated on a rotary evaporator, dissolved in 18 mL of saturated Na2CO3, washed with EtOAc (3×10 mL), acidified with 1 M HCl, and extracted with ethyl acetate (3×50 mL). The resulting organics were dried over Na2SO4, filtered, concentrated on a rotary evaporator and purified by silica gel chromatography (10% MeOH:CH2Cl2) to yield Compound 10 (1.05 g, 56%) as a white solid.

후처리

  1. additionwas added
  2. filtrationThe mixture was filtered over Celite
  3. concentrationconcentrated on a rotary evaporator
  4. dissolutiondissolved in 18 mL of saturated Na2CO3
  5. washwashed with EtOAc (3×10 mL)
  6. extractionextracted with ethyl acetate (3×50 mL)
  7. dry with materialThe resulting organics were dried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated on a rotary evaporator
  10. custompurified by silica gel chromatography (10% MeOH:CH2Cl2)

출처 및 근거

ORD 기록
ord-3ae671f264be431ab166b65d1b7e4629
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378041B2

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