Iodine chloride → HCID 59432336、化合物

HRID 507092

反応式

HRID 507092 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 59432336HCID 59432336、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8eec4e6606b14930bedec7eafe500b2a
出典データセット
uspto-grants-2010_08
特許番号
US07786108B2

関連ノート

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