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Sodium Hydroxide → 2-((2-(1H-Indol-3-yl)ethyl)amino)ethanol

HRID 1199937
ノート
印刷プレビュー

反応式

HRID 1199937 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][NH:12][CH2:13][C:14](OCC)=[O:15])=[CH:2]1.[OH-].[Na+]>O1CCCC1.C1(C)C=CC=CC=1.O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH2:11][NH:12][CH2:13][CH2:14][OH:15])=[CH:2]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 14477069HCID 14477069、化合物

生成物 1

HCID 123571312-((2-(1H-Indol-3-yl)ethyl)amino)ethanol収率 73%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-10 °C

実験手順

398 g of the product of Step A were dissolved in 4 liters of tetrahydrofuran cooled to +10° C. and while maintaining this temperature, 400 g of 25% sodium diethyl dihydroaluminate in toluene were introduced. The mixture was stirred for 90 minutes while allowing the temperture to rise to 17° C. The medium was cooled to -10° C. and 400 ml of sodium hydroxide solution in 1200 ml of water were introduced over 80 minutes while keeping the temperature at 0° C. during the introduction. The mixture was stirred for 2 hours at +10° C. then allowed to rise to ambient temperature for 16 hours with slower stirring. After decanting, the organic phase was washed with water and the wash water was extracted with ethyl acetate and methylene chloride. The combined organic phases were diluted with methylene chloride and dried, and the solvents were expelled at 40° C. under reduced pressure. The residue was triturated in 1300 ml of ethyl acetate for one hour, separated, washed with ethyl acetate and dried to obtain 240.8 g of the expected product melting at 92° C.

後処理

  1. temperaturecooled to +10° C.
  2. additionwere introduced
  3. customto rise to 17° C
  4. customat 0° C.
  5. stirringThe mixture was stirred for 2 hours at +10° C.
  6. waitto rise to ambient temperature for 16 hours
  7. stirringwith slower stirring
  8. customAfter decanting
  9. washthe organic phase was washed with water
  10. extractionthe wash water was extracted with ethyl acetate and methylene chloride
  11. additionThe combined organic phases were diluted with methylene chloride
  12. customdried
  13. customwere expelled at 40° C. under reduced pressure
  14. customThe residue was triturated in 1300 ml of ethyl acetate for one hour
  15. customseparated
  16. washwashed with ethyl acetate
  17. customdried

出典と根拠

ORDレコード
ord-638f223778ee479590ea575c71e078fd
出典データセット
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04904655

反応ノート

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