2-[(4-Fluorophenoxy)methyl]oxirane → 1-(4-Fluorophenoxy)-3-[2-(2,6-dimethylphenylamino)-ethylamino]-propan-2-ol

HRID 365185ノート

反応式

HRID 365185 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[CH3:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[C:15]=1[NH:21][CH2:22][CH2:23][NH2:24]>>[F:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:1][CH:2]([OH:4])[CH2:3][NH:24][CH2:23][CH2:22][NH:21][C:15]2[C:16]([CH3:20])=[CH:17][CH:18]=[CH:19][C:14]=2[CH3:13])=[CH:7][CH:8]=1

参加物

3

反応物 2

HCID 27247922-[(4-Fluorophenoxy)methyl]oxiraneHCID 12666312N-(2,6-dimethylphenyl)-ethylenediamine

生成物 1

HCID 202377831-(4-Fluorophenoxy)-3-[2-(2,6-dimethylphenylamino)-ethylamino]-propan-2-ol

実験手順

3.36 g. 4-Fluorophenyl glycidyl ether are left to stand for 2 days at ambient temperature with 6.6 g. N-(2,6-dimethylphenyl)-ethylenediamine. The reaction mixture is separated by chromatography on silica gel with the elution agent ethyl acetate-methanol-triethylamine (100:10:1 v/v/v) to give, after evaporation of the pure fractions, 5.0 g. of the desired product in the form of a viscous oil. After dissolving in diethyl ether and adding 2.5 g. benzoic acid, the corresponding benzoate precipitates out and is recrystallized from isopropyl alcohol. The desired product is obtained in a yield of 5.2 g. (57% of theory) in the form of colorless crystals; m.p. 105°-106° C.

後処理

  1. customThe reaction mixture is separated by chromatography on silica gel with the elution agent ethyl acetate-methanol-triethylamine (100:10:1 v/v/v)
  2. customto give
  3. customafter evaporation of the pure fractions, 5.0 g
  4. dissolutionAfter dissolving in diethyl ether
  5. additionadding 2.5 g
  6. custombenzoic acid, the corresponding benzoate precipitates out
  7. customis recrystallized from isopropyl alcohol

出典と根拠

ORDレコード
ord-212db73c02de43ed934e60bce2ebfe4c
出典データセット
uspto-grants-1986_08
特許番号
US04608383

反応ノート

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