Phenol → 1-Bromo-4-(phenoxymethyl)benzene

HRID 640332

반응식

HRID 640332 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[C:10]1([OH:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][O:16][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromide

생성물 1

HCID 7261491-Bromo-4-(phenoxymethyl)benzene수율 89.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To an N,N-dimethylformamide (50 mL) solution of 4-bromobenzyl bromide (5 g, 20 mmol) and phenol (2.26 g, 24 mmol) was added potassium carbonate (8.29 g, 60 mmol). This mixture was stirred for 1 hour at room temperature. This mixture was partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH-silica gel column chromatography (heptane:ethyl acetate=4:1) to obtain the title compound (4.69 g, 89%).

후처리

  1. customThis mixture was partitioned into ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure
  7. customthe residue was purified by NH-silica gel column chromatography (heptane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-cc06f487bdf74856aaf2f96a5ba8495e
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691882B2

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