Hydrochloric Acid → (3,5-Dichloro-6-fluoro-2-pyridyloxy) acetic acid

HRID 1448406ノート

反応式

HRID 1448406 の反応式
C([O:3][C:4](=[O:16])[CH2:5][O:6][C:7]1[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[C:9]([F:15])[N:8]=1)C.C(O)C.[OH-].[Na+].Cl>O>[Cl:13][C:12]1[C:7]([O:6][CH2:5][C:4]([OH:16])=[O:3])=[N:8][C:9]([F:15])=[C:10]([Cl:14])[CH:11]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 21522711Ethyl [(3,5-dichloro-6-fluoropyridin-2-yl)oxy]acetate

生成物 1

HCID 20379575(3,5-Dichloro-6-fluoro-2-pyridyloxy) acetic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 17 grams (0.06 mole) of ethyl-(3,5-dichloro-6-fluoro-2-pyridyloxy)acetate in 90 milliliters of commercial grade ethanol and 2.8 grams of sodium hydroxide in 25 milliliters of water was refluxed for ~20 minutes. Thereafter 5.9 cubic centimeters of concentrated hydrochloric acid was added thereto and the mixture stirred and cooled for 15 minutes. The mixture was filtered to recover the solid which precipitated and the solid was extracted exhaustively with boiling hexane followed by extraction with a hexane-benzene mixture. After drying, the (3,5-dichloro-6fluoro-2-pyridyloxy) acetic acid product was recrystallized from hexane and was recovered in a yield of ~6 grams and melted at 140°-144° C. Upon analysis, the product was found to have carbon, hydrogen, chlorine and nitrogen contents of 36.04, 2.11, 29.28 and 5.64 percent, respectively, as compared with the theoretical contents of 35.03, 1.67, 29.54 and 5.83 percent, respectively, calculated for the above-named compound.

後処理

  1. temperaturewas refluxed for ~20 minutes
  2. temperaturecooled for 15 minutes
  3. filtrationThe mixture was filtered
  4. customto recover the solid which
  5. customprecipitated
  6. extractionthe solid was extracted exhaustively with boiling hexane
  7. extractionfollowed by extraction with a hexane-benzene mixture
  8. customAfter drying
  9. customthe (3,5-dichloro-6fluoro-2-pyridyloxy) acetic acid product was recrystallized from hexane
  10. customwas recovered in a yield of ~6 grams and melted at 140°-144° C

出典と根拠

ORDレコード
ord-5e83fd4075fb4a71a685cc5c3fac85d2
出典データセット
uspto-grants-1979_12
特許番号
US04180395

反応ノート

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