Iodine → 2-Iodo-3-(4-methoxyphenoxy)benzo[b]thiophene

HRID 1386985

반응식

HRID 1386985 반응식
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[S:11][CH:12]=2)=[CH:5][CH:4]=1.[Li]CCCC.[I:24]I>C1COCC1>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[S:11][C:12]=2[I:24])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 807IodineHCID 108249753-(4-Methoxyphenoxy)benzo[b]thiopheneHCID 178418339Butyllithium

생성물 1

HCID 106912792-Iodo-3-(4-methoxyphenoxy)benzo[b]thiophene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 133 mg (0.52 mmol) of 3-(4-methoxyphenoxy)benzo[b]thiophene (Part A) in 3 mL of THF was treated with 0.33 mL of 1.6 M n-BuLi in hexanes (0.54 mmol) at −78° C. for 15 min and then treated with 138 mg (0.54 mmol) of I2 in 3 mL of THF. The reaction was allowed to gradually warm to room temperature and then partitioned between brine and EtOAc/hexanes. The two phases were separated, the organic phase was washed with H2O, dried over Na2SO4, and concentrated in vacuo. The residue was crystallized from hexanes to afford 143 mg (0.37 mmol; 72%) of the title compound as a solid.

후처리

  1. custompartitioned between brine and EtOAc/hexanes
  2. customThe two phases were separated
  3. washthe organic phase was washed with H2O
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was crystallized from hexanes

출처 및 근거

ORD 기록
ord-e24f8b5bbe76440ea6c3491bd4deaad9
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265575B1

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