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

HRID 1180027

반응식

HRID 1180027 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 69517304Methyl-phenyl-carbamic Acid 4-iodo-phenyl Ester수율 69%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-8207f4b894cd49639bb8010419a0d6c1
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279470B2

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