Iodine → HCID 87582968, 화합물

HRID 1782607노트

반응식

HRID 1782607 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 87582968HCID 87582968, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-528c49f2164343678e241c928b704ab5
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07498468B2

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