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

HRID 885120ノート

反応式

HRID 885120 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-de3f54d0309e488da01bedddc0e78000
出典データセット
uspto-grants-2012_08
特許番号
US08242139B2

反応ノート

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