N,N-Diethylaniline → Carbamic acid, (3,4-diethoxy-2-fluorophenyl)-, 1-methylethyl ester

HRID 364645노트

반응식

HRID 364645 반응식
[F:1][C:2]1[C:8]([O:9][CH2:10][CH3:11])=[C:7]([O:12][CH2:13][CH3:14])[CH:6]=[CH:5][C:3]=1[NH2:4].C(N(CC)C1C=CC=CC=1)C.Cl[C:27]([O:29][CH:30]([CH3:32])[CH3:31])=[O:28]>C1(C)C=CC=CC=1>[F:1][C:2]1[C:8]([O:9][CH2:10][CH3:11])=[C:7]([O:12][CH2:13][CH3:14])[CH:6]=[CH:5][C:3]=1[NH:4][C:27](=[O:28])[O:29][CH:30]([CH3:32])[CH3:31]

참가 물질

5

반응물 3

HCID 7061N,N-DiethylanilineHCID 7917Isopropyl chloroformateHCID 134544923,4-Diethoxy-2-fluoroaniline

생성물 1

HCID 13454493Carbamic acid, (3,4-diethoxy-2-fluorophenyl)-, 1-methylethyl ester수율 94.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

2-Fluoro-3,4-diethoxyaniline (0.17 g) and N,N-diethylaniline (0.13 g) were dissolved in toluene (15 ml). To the resultant solution was dropwise added isopropyl chloroformate (0.11 g) in 5 minutes under ice-cooling. The resultant mixture was allowed to stand at room temperature for 12 hours, poured into ice-water and extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography using a mixture of toluene and ethyl acetate as the eluent to give isopropyl N-(2-fluoro-3,4-diethoxyphenyl)carbamate (Compound No. 1) (0.23 g) in a yield of 94.4%. M.P., 79°-81° C.

후처리

  1. customin 5 minutes
  2. temperaturecooling
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography
  8. additiona mixture of toluene and ethyl acetate as the eluent

출처 및 근거

ORD 기록
ord-9820ab081de64f23b54590825c7b3618
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04605668

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