Sulfuric Acid → HCID 53896293, 화합물

HRID 2389513노트

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HRID 2389513 반응식
[C:1]([O-:4])([O-])=[O:2].[K+].[K+].[OH-].[K+].Cl[CH2:10][C:11]1[CH:12]=[C:13](C(=O)C)[CH:14]=[CH:15][C:16]=1[O:17][CH3:18].S(=O)(=O)(O)[OH:23]>O.O1CCOCC1.OS([O-])=O.[Na+]>[OH:23][CH2:10][C:11]1[CH:12]=[C:13]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:1]([OH:4])=[O:2]

참가 물질

8

반응물 4

HCID 1118Sulfuric AcidHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 27767231-[3-(Chloromethyl)-4-methoxyphenyl]ethan-1-one

생성물 1

HCID 53896293HCID 53896293, 화합물

시약·촉매·용매 3

HCID 23665763Sodium Bisulfite촉매HCID 962Water용매2회HCID 312751,4-Dioxane용매

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온도
70 °C

실험 절차

Onto a warm solution of Ca(OCl)2 (7.14 g, 49.95 mmol, 3.3 eq.) in water (25 ml) is added a warm solution of K2CO3 (5.14 g, 37.35 mmol, 2.49 eq.) and KOH (1.46 g, 26.1 mmol, 1.74 eq.) in water (25 ml). After 30 min of vigourous stirring, the undesired solid formed is filtered and rinsed with little water. The solution obtained is poured onto a suspension of 1-(3-chloromethyl-4-methoxy-phenyl)-ethanone (2.98 g, 15 mmol) in 1,4-dioxane (10 ml). The resulting suspension is stirred 2 h at rt and 2 h at 70° C. Under cooling of the suspension in an ice bath, are subsequently added solid NaHSO3 (100 mg), then 96% sulfuric acid until pH=3. The aqueous phase thus obtained is extracted four times with AcOEt. The combined organic phase is washed with brine and dried over Na2SO4. Evaporation of the solvent in vacuo yields the title compound (1.8 g) in 66% as a white solid. tR=0.72 min (LC-3), ESI-MS (pos.): m/z 182.99 [M+H]+.

후처리

  1. customthe undesired solid formed
  2. filtrationis filtered
  3. washrinsed with little water
  4. customThe solution obtained
  5. temperatureUnder cooling of the suspension in an ice bath
  6. customThe aqueous phase thus obtained
  7. extractionis extracted four times with AcOEt
  8. washThe combined organic phase is washed with brine
  9. dry with materialdried over Na2SO4
  10. customEvaporation of the solvent in vacuo

출처 및 근거

ORD 기록
ord-651359850f86458287f030e93d4735ce
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273740B2

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