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Hydrochloric Acid → 2,3-Bis(2',6'-dimethylphenyl-amino)-1-propanol

HRID 894585
ノート
印刷プレビュー

反応式

HRID 894585 の反応式
Br[CH:2]([CH2:5]Br)[CH2:3][OH:4].[CH3:7][C:8]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:9]=1[NH2:10].Cl>[I-].[K+].C(O)(C)C>[CH3:7][C:8]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:9]=1[NH:10][CH:2]([CH2:5][NH:10][C:9]1[C:11]([CH3:15])=[CH:12][CH:13]=[CH:14][C:8]=1[CH3:7])[CH2:3][OH:4]
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 3

HCID 313Hydrochloric AcidHCID 68962,6-DimethylanilineHCID 72812,3-Dibromo-1-propanol

生成物 1

HCID 205124512,3-Bis(2',6'-dimethylphenyl-amino)-1-propanol収率 66.4%

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 109 g (0.5 moles) of 2,3-dibromo-propan-1-ol, 248 ml (242.4 g, 2.0 moles) of 2,6-dimethylaniline and 1.0 g (6 mmoles) of potassium iodide is stirred at 140° to 145° C. for 3 hours under nitrogen atmosphere. The mixture is allowed to cool to about 80° C., and 100 ml of isopropanol, followed by 500 ml of 20% aqueous hydrochloric acid, are added. The mixture is allowed to stand overnight, thereafter the separated precipitate is filtered off, washed with water and dried. The resulting solid, weighing 170 g, is dissolved in 1500 ml of methanol, the pH of the solution is adjusted to 10 with 10 n aqueous sodium hydroxide solution, and the mixture is diluted with 1500 ml of water. The separated precipitate is filtered off, washed with water and dried. 99 g (66.4%) of crude 2,3-bis(2',6'-dimethylphenylamino)-1-propanol are obtained. The product melts at 92°-94° C. after recrystallization from methanol.

後処理

  1. additionare added
  2. waitto stand overnight
  3. filtrationthe separated precipitate is filtered off
  4. washwashed with water
  5. customdried
  6. dissolutionis dissolved in 1500 ml of methanol
  7. additionthe mixture is diluted with 1500 ml of water
  8. filtrationThe separated precipitate is filtered off
  9. washwashed with water
  10. customdried

出典と根拠

ORDレコード
ord-23eb9dd4ca0041dcb4983cb491dcec2b
出典データセット
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04284642

反応ノート

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