4,4'-Dihydroxybiphenyl → 4'-(3-Hydroxypropoxy)biphenyl-4-ol

HRID 1873382노트

반응식

HRID 1873382 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Br[CH2:16][CH2:17][CH2:18][OH:19].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[OH:19][CH2:18][CH2:17][CH2:16][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 71124,4'-DihydroxybiphenylHCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanol

생성물 1

HCID 160378654'-(3-Hydroxypropoxy)biphenyl-4-ol

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

20.0 g (0.107 mol) of 4,4′-dihydroxybiphenyl, 10.0 g (0.070 mol) of 3-bromo-1-propanol and 15.0 g (0.109 mol) of potassium carbonate are heated under reflux in 300 ml of acetone for 16 h. The batch is subsequently filtered, and the filtrate is evaporated. The residue is taken up in MTB ether, washed with water and dried over sodium sulfate. The solvent is removed in vacuo, and the crude product is chromatographed on silica gel with toluene/ethyl acetate (1:1). Crystallisation from toluene/ethyl acetate gives 4′-(3-hydroxypropoxy)biphenyl-4-ol as a colourless solid.

후처리

  1. filtrationThe batch is subsequently filtered
  2. customthe filtrate is evaporated
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customThe solvent is removed in vacuo
  6. customthe crude product is chromatographed on silica gel with toluene/ethyl acetate (1:1)
  7. customCrystallisation from toluene/ethyl acetate

출처 및 근거

ORD 기록
ord-22498c1307ab42acab4957d82ffb07a5
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304035B2

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