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4-Bromophenol → 3-(4-Bromophenoxy)propan-1-ol

HRID 338297
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HRID 338297 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Br[CH2:10][CH2:11][CH2:12][OH:13].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:10][CH2:11][CH2:12][OH:13])=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 78084-BromophenolHCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanol

생성물 1

HCID 187610183-(4-Bromophenoxy)propan-1-ol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-bromophenol (10 g, 58 mmol) in DMF (10 mL) was added 3-bromopropan-1-ol (9.6 g, 69 mmol) and potassium carbonate (13.6 g, 98 mmol). The mixture was stirred at room temperature for 12 h. LCMS showed the reaction was almost complete. The mixture was partitioned between water and ethyl acetate (20 mL×3), The combined organics were dried and concentrated to give the title compound that was used in the next step without further purification (14.7 g, quant). 1H NMR (400 MHz, CD3OD) δ 7.36 (d, 2H), 6.84 (d, 2H), 4.05 (t, 2H), 3.72 (t, 2H), 1.96 (m, 2H).

후처리

  1. customThe mixture was partitioned between water and ethyl acetate (20 mL×3)
  2. customThe combined organics were dried
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7f54d6a6cb7b4c4b8b0c3ed45624452f
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889730B2

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