Methyl iodide → Methyl 2-(1-(4-bromophenyl)cyclopentyloxy)acetate

HRID 885120노트

반응식

HRID 885120 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([O:13][CH2:14][C:15]([OH:17])=[O:16])[CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.IC.[C:20](=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([O:13][CH2:14][C:15]([O:17][CH3:20])=[O:16])[CH2:9][CH2:10][CH2:11][CH2:12]2)=[CH:6][CH:7]=1

참가 물질

7

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 687203352-(1-(4-Bromophenyl)cyclopentyloxy)acetic acid

생성물 1

HCID 68721066Methyl 2-(1-(4-bromophenyl)cyclopentyloxy)acetate

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To an ambient solution of Example 30B (200 mg, 0.668 mmol) in N,N-dimethylformamide (4 mL) was added iodomethane (0.208 mL, 3.34 mmol) and potassium carbonate (184 mg, 1.34 mmol). The mixture was stirred at room temperature for 40 h, and then diluted with water (10 mL) and ethyl acetate (20 mL). The layers were separated, and the organic was washed with water (3×10 mL), brine (1×10 mL), dried over sodium sulfate, and concentrated under reduced pressure to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.67-1.72 (m, 2H), 1.74-1.84 (m, 4H), 2.10 (m, 2H), 3.58 (s, 3H), 3.67-3.70 (m, 2H), 7.34-7.40 (m, 2H), 7.51-7.57 (m, 2H).

후처리

  1. customThe layers were separated
  2. washthe organic was washed with water (3×10 mL), brine (1×10 mL)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-de3f54d0309e488da01bedddc0e78000
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242139B2

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