4-Iodophenol → Methyl-phenyl-carbamic Acid 4-iodo-phenyl Ester

HRID 1180027

反応式

HRID 1180027 の反応式
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH3:9][N:10]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:11](Cl)=[O:12].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[I:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:11](=[O:12])[N:10]([CH3:9])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 108944-IodophenolHCID 77969Carbamic chloride, N-methyl-N-phenyl-HCID 81531Diisopropylethylamine

生成物 1

HCID 69517304Methyl-phenyl-carbamic Acid 4-iodo-phenyl Ester収率 69%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 4-iodophenol (30 mmol) in CH2Cl2 (100 mL) was added N-methyl-N-phenylcarbamoyl chloride (27 mmol) and diisopropylethylamine (60 mmol) at room temperature. The reaction mixture was stirred for 16 hours at rt, added CH2Cl2 (20 mL) and washed with aqueous citric acid (5%), aqueous Na2CO3 and brine. The organic phase was dried (MgSO4) and evaporated to give the crude product which was purified by FC (Quad flash 40 EtOAc-Heptane) to give 6.55 g (69%) of the title compound as light brown crystals.

後処理

  1. washwashed with aqueous citric acid (5%), aqueous Na2CO3 and brine
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. customto give the crude product which
  5. customwas purified by FC (Quad flash 40 EtOAc-Heptane)

出典と根拠

ORDレコード
ord-8207f4b894cd49639bb8010419a0d6c1
出典データセット
uspto-grants-2007_10
特許番号
US07279470B2

関連ノート

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