Iodoethane → Methyl 6-bromo-3-ethoxy-2-methylbenzoate

HRID 577548ノート

反応式

HRID 577548 の反応式
[Br:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([CH3:12])[C:5]([OH:13])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:21][CH3:22].C(OCC)(=O)C>CN(C=O)C>[Br:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([CH3:12])[C:5]([O:13][CH2:21][CH3:22])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 6340IodoethaneHCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 77058981Methyl 6-bromo-3-hydroxy-2-methylbenzoate

生成物 1

HCID 86723776Methyl 6-bromo-3-ethoxy-2-methylbenzoate収率 96%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

To a solution of methyl 6-bromo-3-hydroxy-2-methylbenzoate (114b, 0.701 g, 2.86 mmol) in DMF (6 mL) was added cesium carbonate (0.997 g, 3.0 mmol) and then iodoethane (0.400 mL, 5.00 mmol). The reaction was stirred at 65° C. for 30 minutes. The reaction mixture was poured into ethyl acetate and washed with water (×2). The ethyl acetate layer was concentrated under vacuum to give methyl 6-bromo-3-ethoxy-2-methylbenzoate (114c, 0.75 g, 96% yield) as a clear oil.

後処理

  1. washwashed with water (×2)
  2. concentrationThe ethyl acetate layer was concentrated under vacuum

出典と根拠

ORDレコード
ord-d6c42be0a4c14c7f8ea15a5f426d572a
出典データセット
uspto-grants-2015_05
特許番号
US09040515B2

反応ノート

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