Sodium Sulfite → 5-amino-4-bromo-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one

HRID 1850378노트

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HRID 1850378 반응식
[Br-:1].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.[NH2:55][C:56]1[C:57]([CH3:69])=[C:58]([CH3:68])[C:59]2[O:63][C:62]([CH3:65])([CH3:64])[C:61](=[O:66])[C:60]=2[CH:67]=1.S([O-])([O-])=O.[Na+].[Na+]>O1CCCC1>[NH2:55][C:56]1[C:57]([CH3:69])=[C:58]([CH3:68])[C:59]2[O:63][C:62]([CH3:64])([CH3:65])[C:61](=[O:66])[C:60]=2[C:67]=1[Br:1]

참가 물질

5

반응물 3

HCID 24437Sodium SulfiteHCID 231141353(2H)-Benzofuranone, 5-amino-2,2,6,7-tetramethyl-HCID 23500184Tetra-n-butylammonium tribromide

생성물 1

HCID 667597955-amino-4-bromo-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one수율 72.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Tetrabutylammonium tribromide (31.0 g, 64.2 mmol) was added to a tetrahydrofuran solution (200 mL) containing 5-amino-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one (6.59 g, 32.1 mmol) synthesized in Reference Example 20 at 0° C., and the mixture was stirred at 0° C. for 2 hours. To the mixture, a saturated sodium sulfite aqueous solution was added, and extraction was performed using ethyl acetate. The extract was dried using anhydrous magnesium sulfate. After that, the solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 98:2 to 85:15) to give 6.60 g of the title compound (yield: 72%).

후처리

  1. customsynthesized in Reference Example 20 at 0° C.
  2. extractionextraction
  3. customThe extract was dried
  4. customAfter that, the solvent was removed under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 98:2 to 85:15)

출처 및 근거

ORD 기록
ord-b18b6ddd688442f09fe6a12eec2f3e05
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957069B2

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