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Hydrochloric Acid → HCID 57747226, 화합물

HRID 1163473
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HRID 1163473 반응식
[OH-].[K+].Br[CH:4]([CH3:22])[C:5]([C:7]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]([OH:17])=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:8]=1)=[O:6].Cl.O.[CH2:25]([OH:27])[CH3:26]>CN1CCCC1=O>[C:18]([C:9]1[CH:8]=[C:7]([C:5](=[O:6])[CH:4]([O:27][CH2:25][CH3:26])[CH3:22])[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]=1[OH:17])([CH3:21])([CH3:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 14797Potassium HydroxideHCID 13173168HCID 13173168, 화합물

생성물 1

HCID 57747226HCID 57747226, 화합물수율 45%

시약·촉매·용매 1

HCID 13387
N-methyl-2-pyrrolidone
용매

실험 절차

6.6 g (117 mmol) of potassium hydroxide are dissolved in 130 ml of ethanol and stirred for one hour. Then 10.0 g (29.3 mmol) of 2-bromo-1-(3,5-di-tert-butyl-4-hydroxyphenyl)-propan-1-one dissolved in 20 ml of n-methylpyrrolidone is added at room temperature while stirring. After stirring for 20 hours the reaction mixture is cooled with an ice bath and 5 ml of concentrated hydrochloric acid and 150 ml of water is added. Then ethanol is evaporated, 200 ml of ethylacetate added and the water phase split off. The organic phase is washed with 100 ml of brine, dried over sodium sulfate and evaporated. The residue is purified by column chromatography and crystallisation of the pure fractions from hexane to give 4.1 g (45%) of compound 115; m.p. 64° C.

후처리

  1. additionis added at room temperature
  2. stirringwhile stirring
  3. stirringAfter stirring for 20 hours the reaction mixture
  4. temperatureis cooled with an ice bath
  5. customThen ethanol is evaporated
  6. addition200 ml of ethylacetate added
  7. customthe water phase split off
  8. washThe organic phase is washed with 100 ml of brine
  9. dry with materialdried over sodium sulfate
  10. customevaporated
  11. customThe residue is purified by column chromatography and crystallisation of the pure fractions from hexane

출처 및 근거

ORD 기록
ord-c560f89e8f0740bcbe3343255bb1c62e
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07820865B2

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