Water → [1,1'-Biphenyl]-4-carboxaldehyde, 4'-pentyl-

HRID 1637132노트

반응식

HRID 1637132 반응식
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]#N)=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[H-].C([Al+]CC(C)C)C(C)C.S(=O)(=O)(O)[OH:31].O>C1(C)C=CC=CC=1>[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([CH:18]=[O:31])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

참가 물질

6

반응물 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 923194-Cyano-4'-pentylbiphenylHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 13250222[1,1'-Biphenyl]-4-carboxaldehyde, 4'-pentyl-

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

A solution of 10 g of 4-pentyl-4'-cyanobiphenyl in 150 ml of toluene was treated dropwise at 0° C. with 65 ml of a 1M solution of diisobutylaluminium hydride in toluene while gassing with nitrogen. The reaction mixture was stirred at room temperature overnight, then treated dropwise with 340 ml of 1N sulphuric acid, stirred at room temperature for 1 hour, poured into 1,000 ml of water and then extracted three times with 100 ml of ethyl acetate each time. The combined organic phases were washed twice with 50 ml of saturated sodium chloride solution each time, dried over magnesium sulphate, filtered and subsequently concentrated. Chromatographic purification of the residue on silica gel with hexane/ethyl acetate (vol. 9:1) gave 10.1 g of 4-pentyl-4'-biphenylcarboxaldehyde.

후처리

  1. stirringstirred at room temperature for 1 hour
  2. extractionextracted three times with 100 ml of ethyl acetate each time
  3. washThe combined organic phases were washed twice with 50 ml of saturated sodium chloride solution each time
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationsubsequently concentrated
  7. customChromatographic purification of the residue on silica gel with hexane/ethyl acetate (vol. 9:1)

출처 및 근거

ORD 기록
ord-0fa1be1fde3043378dfaca4885f10d19
출처 데이터셋
uspto-grants-2000_03
특허 번호
USRE036625

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