Hydrochloric Acid → HCID 23459454、化合物

HRID 2287120ノート

反応式

HRID 2287120 の反応式
[CH3:1][NH:2][CH3:3].Cl.[C:5]1([C:11]2([CH2:17][C:18](=O)[CH3:19])[CH:16]=[CH:15][CH2:14][CH:13]=[CH:12]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C([BH3-])#N.[Na+]>CCOCC.CO>[CH3:19][CH:18]([N:2]([CH3:3])[CH3:1])[CH2:17][C:11]1([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:16]=[CH:15][CH2:14][CH:13]=[CH:12]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 5003444Sodium cyanoborohydrideHCID 23459472(1-Phenyl-2,5-cyclohexadien-1-yl)-2-propanone

生成物 1

HCID 23459454HCID 23459454、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 3283Diethyl Ether溶媒

実験手順

To 50 ml. of methanol, 10 ml. of dimethylamine and 1 g. of molecular sieve 3 A are added dropwise at about -5° C. 10 ml. of 5 N methanolic hydrochloric acid and subsequently at 0° C. a solution of 5.3 g. of (1-phenyl-2,5-cyclohexadien-1-yl)-2-propanone in 20 ml. of methanol. 1.1 g. of sodium cyanoborohydride are then added at 0° C. and the mixture is stirred at room temperature for 4 days. The mixture is worked-up as follows: Ether and ice-water are added to the mixture and the phases are separated. The ether phase is extracted with dilute aqueous hydrochloric acid. The acid extracts are made alkaline with concentrated ammonia and extracted with ether. The combined ether phases are filtered and concentrated. There is obtained crude α,N,N-trimethyl-1-phenyl-2,5-cyclohexadien-1-ethylamine which is dissolved in ether, converted with hydrogen chloride into the hydrochloride and recrystallized from methylene chloride/ether. According to melting point and mixed melting point, the thus-obtained product is identical with that obtained in accordance with Example 3.

後処理

  1. additionof molecular sieve 3 A are added dropwise at about -5° C
  2. customsubsequently at 0° C.
  3. customthe phases are separated
  4. extractionThe ether phase is extracted with dilute aqueous hydrochloric acid
  5. extractionextracted with ether
  6. filtrationThe combined ether phases are filtered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-b6f19e200bdb4a4bae62d8caf7344017
出典データセット
uspto-grants-1981_05
特許番号
US04269788

反応ノート

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