Hydrochloric Acid → HCID 14676200, 화합물

HRID 1638800노트

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HRID 1638800 반응식
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:12]([OH:14])=[O:13])[CH2:8][CH2:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH3:23][O:24][CH2:25][CH2:26]Br.[OH-].[Na+].Cl>CO.O.C(OCC)(=O)C.CN(C)C=O>[CH3:23][O:24][CH2:25][CH2:26][O:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:12]([OH:14])=[O:13])[CH2:8][CH2:9]2)=[CH:4][CH:3]=1

참가 물질

11

반응물 6

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 809722-Bromoethyl methyl etherHCID 198411996-Hydroxy-3,4-dihydronaphthalene-2-carboxylic acid

생성물 1

HCID 14676200HCID 14676200, 화합물

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매2회HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

A mixture of 7-hydroxy-1,2-dihydro-3-naphthoic acid (1 g), potassium carbonate (5 g), potassium iodide (2.5 g), N,N-dimethylformamide (30 ml) and methoxy ethyl bromide (2 ml) is stirred for 12 hours at 100° C. After cooling, water (300 ml) and ethyl acetate (200 ml) are added to the reaction mixture, and the mixture is shaken thoroughly. The organic layer is separated, washed with water, dried and evaporated under reduced pressure. the residue is purified by silica gel column chromatography (hexane:ethyl acetate=4:1-2:1) to give a colorless oily product, which is dissolved in methanol (50 ml). To the solution is added an aqueous solution (10 ml) of sodium hydroxide (2 g). The mixture is left standing for one hour, and then acidified with hydrochloric acid, followed by addition of water (300 ml). The resulting precipitates are collected by filtration and recrystallized from a mixture of methanol and water to give 7-methoxyethoxy-1,2-dihydro-3-naphthoic acid (0.65 g) as colorless needles, m.p. 122°-127° C.

후처리

  1. temperatureAfter cooling
  2. stirringthe mixture is shaken thoroughly
  3. customThe organic layer is separated
  4. washwashed with water
  5. customdried
  6. customevaporated under reduced pressure
  7. customthe residue is purified by silica gel column chromatography (hexane:ethyl acetate=4:1-2:1)
  8. customto give a colorless oily product, which
  9. waitThe mixture is left
  10. waitstanding for one hour
  11. customThe resulting precipitates
  12. filtrationare collected by filtration
  13. customrecrystallized from a mixture of methanol and water

출처 및 근거

ORD 기록
ord-1955eb7ebc004a58b9752ff488186972
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04880809

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