Hydrochloric Acid → HCID 14676200、化合物

HRID 1638800ノート

反応式

HRID 1638800 の反応式
[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

参加物

11

反応物 6

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

生成物 1

HCID 14676200HCID 14676200、化合物

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1955eb7ebc004a58b9752ff488186972
出典データセット
uspto-grants-1989_11
特許番号
US04880809

反応ノート

読み込み中…