Iodine → HCID 87582968、化合物

HRID 2249380ノート

反応式

HRID 2249380 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[O:10][CH3:11].[Li+].CC([N-]C(C)C)C.[I:20]I>C1COCC1.C(OCC)(=O)C>[F:8][C:6]1[CH:5]=[C:4]([CH3:9])[C:3]([O:10][CH3:11])=[C:2]([F:1])[C:7]=1[I:20]

参加物

6

反応物 3

HCID 807IodineHCID 2724682Lithium diisopropylamideHCID 450736371,5-Difluoro-2-methoxy-3-methylbenzene

生成物 1

HCID 87582968HCID 87582968、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 1,5-difluoro-2-methoxy-3-methylbenzene (0.65 g, 4.1 mmol) in THF (1 mL) was added to LDA (4.3 mmol) in THF (10 mL) at −55° C. and the solution stirred for 45 minutes. Solid iodine (1.15 g, 4.5 mmol) was added and the solution allowed to warm to ambient temperature. The solution was diluted with ethyl acetate and washed with sodium bicarbonate (saturated solution 15 mL) and sodium thiosulfate (saturated solution, 15 mL), dried (sodium sulfate) and concentrated. The residue was purified by chromatography (hexanes) to give 1,3-difluoro-2-iodo-4-methoxy-5-methylbenzene: 1H NMR (300 MHz, CDCl3): δ 6.72 (dd, 1H), 3.84 (d, 3H,), 2.26 (s, 3H).

後処理

  1. washwashed with sodium bicarbonate (saturated solution 15 mL) and sodium thiosulfate (saturated solution, 15 mL)
  2. dry with materialdried (sodium sulfate)
  3. concentrationconcentrated
  4. customThe residue was purified by chromatography (hexanes)

出典と根拠

ORDレコード
ord-582d14ad2c0a4f2b8c079001db93a1a5
出典データセット
uspto-grants-2008_01
特許番号
US07314849B2

反応ノート

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