4-(2,3-Epoxypropoxy)-2-ethoxycarbonyl-6-methyl indole → 4-(2-Hydroxy-3-isopropylamino-propoxy)-2-ethoxycarbonyl-6-methylindole

HRID 903921ノート

反応式

HRID 903921 の反応式
[O:1]1[CH2:20][CH:2]1[CH2:3][O:4][C:5]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[NH:9]2>C(N)(C)C>[OH:1][CH:2]([CH2:20][NH:9][CH:8]([CH3:15])[CH3:7])[CH2:3][O:4][C:5]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[NH:9]2

参加物

3

反応物 1

HCID 205275294-(2,3-Epoxypropoxy)-2-ethoxycarbonyl-6-methyl indole

生成物 1

HCID 233355164-(2-Hydroxy-3-isopropylamino-propoxy)-2-ethoxycarbonyl-6-methylindole収率 131.7%

試薬・触媒・溶媒 1

HCID 6363Isopropylamine溶媒

実験手順

2.0 g 4-(2,3-epoxypropoxy)-2-ethoxycarbonyl-6-methyl indole are dissolved in 25 ml isopropylamine. The solution is kept for two days at room temperature and then heated to boiling for 8 to 10 hours. Excessive isopropyl amine is removed in vacuum and the residue triturated with ether. The crude product is dissolved in small amounts of isopropanol during heating. After the addition of 0.42 ml glacial acetic acid, the solution is allowed to cool. The precipitated deposit is aspirated and recrystallized from small amounts of isopropanol. There is obtained 1.6 g (55% of theory) 4-(2-hydroxy-3-isopropylamino-propoxy)-2-ethoxycarbonyl-6-methylindole as acetate; m.p. 163°-165° C.

後処理

  1. temperatureheated
  2. waitto boiling for 8 to 10 hours
  3. customExcessive isopropyl amine is removed in vacuum
  4. customthe residue triturated with ether
  5. dissolutionThe crude product is dissolved in small amounts of isopropanol
  6. temperatureduring heating
  7. additionAfter the addition of 0.42 ml glacial acetic acid
  8. temperatureto cool
  9. customrecrystallized from small amounts of isopropanol

出典と根拠

ORDレコード
ord-de57965652cd4d15bbd359605de12e6f
出典データセット
uspto-grants-1980_10
特許番号
US04229464

反応ノート

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