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

HRID 364645ノート

反応式

HRID 364645 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9820ab081de64f23b54590825c7b3618
出典データセット
uspto-grants-1986_08
特許番号
US04605668

反応ノート

読み込み中…