Boron trifluoride → 4,4'-Bis(3,5-dimethyl-4-hydroxybenzoyl)biphenyl

HRID 1680807

반응식

HRID 1680807 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](OC)=[O:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(OC)=[O:2].[CH3:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[C:23]=1[OH:29].F.B(F)(F)F.[C:35](=[O:38])(O)[O-].[Na+]>O>[CH3:9][C:10]1[CH:5]=[C:6]([CH:7]=[C:8]([CH3:11])[C:35]=1[OH:38])[C:17]([C:14]1[CH:13]=[CH:12][C:11]([C:8]2[CH:7]=[CH:6][C:5]([C:1](=[O:2])[C:26]3[CH:25]=[C:24]([CH3:28])[C:23]([OH:29])=[C:22]([CH3:21])[CH:27]=3)=[CH:10][CH:9]=2)=[CH:16][CH:15]=1)=[O:18]

참가 물질

7

반응물 5

HCID 6356Boron trifluorideHCID 113352,6-DimethylphenolHCID 13099Dimethyl 4,4'-biphenyldicarboxylateHCID 14917Hydrofluoric AcidHCID 516892Sodium Bicarbonate

생성물 1

HCID 234545794,4'-Bis(3,5-dimethyl-4-hydroxybenzoyl)biphenyl

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
50 °C

실험 절차

4,4'-Dicarbomethoxybiphenyl (67 g, 0.25 mole) and 2,6-dimethylphenol (61 g, 0.50 mole) were charged to a one-liter Hastalloy C® shaker tube. The tube was cooled and charged with hydrogen fluoride (200 g) and boron trifluoride (75 g). The tube was heated to 50° C. and shaken at 50° C. for 4 hr. It was then cooled and vented, and the contents, an orange solid in an orange solution, were allowed to evaporate in the hood. The orange solid that resulted was stirred in 2 l. of water, warmed, and isolated by filtration of the warm mixture. The precipitate was stirred in 2 l. of water, warmed, and neutralized with sodium bicarbonate. The solid was isolated by filtration of the warm solution, washed with water, and air dried to afford crude 4,4'-bis(3,5-dimethyl-4-hydroxybenzoyl)biphenyl in a yield of 107.6 g (96%), as a salmon-colored powder.

후처리

  1. temperatureThe tube was cooled
  2. temperatureIt was then cooled
  3. customto evaporate in the hood
  4. customThe orange solid that resulted
  5. stirringwas stirred in 2 l
  6. customisolated by filtration of the warm mixture
  7. stirringThe precipitate was stirred in 2 l
  8. customThe solid was isolated by filtration of the warm solution
  9. washwashed with water, and air
  10. customdried

출처 및 근거

ORD 기록
ord-d8d0c2d8025441c489643199082246b4
출처 데이터셋
uspto-grants-1981_06
특허 번호
US04276226

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