Iodine chloride → HCID 59432336, 화합물

HRID 507092노트

반응식

HRID 507092 반응식
[I:1]Cl.[CH2:3]1[C:11]2[C:6](=[CH:7][C:8]([NH2:12])=[CH:9][CH:10]=2)[CH2:5][O:4]1.C(=O)(O)[O-].[Na+]>ClCCl.CO>[I:1][C:9]1[CH:10]=[C:11]2[C:6]([CH2:5][O:4][CH2:3]2)=[CH:7][C:8]=1[NH2:12]

참가 물질

6

반응물 3

HCID 24640Iodine chlorideHCID 516892Sodium BicarbonateHCID 124453391,3-Dihydro-2-benzofuran-5-amine

생성물 1

HCID 59432336HCID 59432336, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Dropwise, add a 1.0 M solution of iodine monochloride (64 mmol) to a solution of 1,3-dihydro-isobenzofuran-5-ylamine (64 mmol) in dichloromethane (200 mL), methanol (50 mL) and sodium bicarbonate (96 mmol). After stirring for 1 h, quench the reaction with aqueous sodium metabisulfite (100 mL). Separate the organic phase and wash the aqueous with dichloromethane (2×100 mL). Combine the organics and dry over sodium sulfate. Filter the reaction and remove solvent under vacuum. Chromatograph (0-20% ethyl acetate/hexane) the crude mixture over silica gel to give the title compound as a tan solid. 1H NMR (CDCl3, 400 MHz): δ 4.10 (bs, 2H), 4.97 (s, 4H), 6.63 (s, 1H), 7.49 (s, 1H).

후처리

  1. customquench
  2. customthe reaction with aqueous sodium metabisulfite (100 mL)
  3. customSeparate the organic phase
  4. washwash the aqueous with dichloromethane (2×100 mL)
  5. dry with materialCombine the organics and dry over sodium sulfate
  6. filtrationFilter
  7. customthe reaction
  8. customremove solvent under vacuum

출처 및 근거

ORD 기록
ord-8eec4e6606b14930bedec7eafe500b2a
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786108B2

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