Methanol → Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate

HRID 369527노트

반응식

HRID 369527 반응식
S(=O)(=O)(O)O.[OH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1.O.[CH3:23]O>C1COCC1>[CH3:23][O:20][C:19]([C:16]1[CH:17]=[CH:18][C:13]([C:10]2[CH:9]=[CH:8][C:7]([OH:6])=[CH:12][CH:11]=2)=[CH:14][CH:15]=1)=[O:21]

참가 물질

6

반응물 4

HCID 887Methanol2회HCID 962WaterHCID 1118Sulfuric AcidHCID 3015564'-Hydroxy-4-biphenylcarboxylic acid

생성물 1

HCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Concentrated sulfuric acid (approximately 4 ml) was carefully added to a solution of 4'-hydroxy-4-biphenylcarboxylic acid (Aldrich) (8.20 g, 38.3 mmol) in 1 liter of methanol. The reaction mixture was refluxed for three days and the solvent was evaporated. The resulting solid was filtered, washed with water, and recrystallized as follows. The crude solid was dissolved in a minimum amount of hot THF, and approximately three equivalents of methanol was added to the solution. The solution was brought to a boil, and water was added with vigorous stirring until the solution remained cloudy. After cooling, the tan precipitate was filtered, washed with cold ethanol, and air dried to yield 7.57 g (86%) of a tan solid.

후처리

  1. temperatureThe reaction mixture was refluxed for three days
  2. customthe solvent was evaporated
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customrecrystallized
  6. additionwas added to the solution
  7. additionwas added
  8. temperatureAfter cooling
  9. filtrationthe tan precipitate was filtered
  10. washwashed with cold ethanol, and air
  11. customdried

출처 및 근거

ORD 기록
ord-53bce1ae08354a239459042c108dfb00
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06139771

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