Dichloroacetyl chloride → HCID 19826608、化合物

HRID 1086139ノート

反応式

HRID 1086139 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH2:6][NH:7][CH:8]([CH3:12])[CH2:9][O:10][CH3:11].COC1C=C(C=CC=1OC)CN.COCC(=O)C.[OH-].[Na+].[Cl:38][CH:39]([Cl:43])[C:40](Cl)=[O:41]>C1(C)C=CC=CC=1.C1(C)C=CC=CC=1.CCCCC.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH2:6][N:7]([CH:8]([CH3:12])[CH2:9][O:10][CH3:11])[C:40](=[O:41])[CH:39]([Cl:43])[Cl:38]

参加物

9

反応物 5

HCID 6593Dichloroacetyl chloride2 回HCID 14798Sodium HydroxideHCID 22172MethoxyacetoneHCID 79832VeratrylamineHCID 2851434(3,4-dimethoxybenzyl)(2-methoxy-1-methylethyl)amine

生成物 1

HCID 19826608HCID 19826608、化合物収率 61.2%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒2 回HCID 22340243HCID 22340243、化合物溶媒

実験手順

A solution consisting of 23.8 g of N-(3,4-dimethoxybenzyl)-N-(2-methoxy-1-methylethyl)amine (prepared by condensing 3,4-dimethoxybenzylamine and methoxy acetone and hydrogenating the condensation product), 80 ml of toluene, and 20 ml of water in which 4 g of solid sodium hydroxide were dissolved is prepared and cooled down to -10° to -15°. Another solution of 14.7 g of dichloroacetylchloride in 10 ml of toluene is then added dropwise thereto while stirring. The mixture is stirred for one hour after all the dichloro-acetylchloride is added and the poured into 1 l of ice-water. The organic layer that formed was then extracted with ether, washed with diluted hydrochloric acid and twice with water, dried and concentrated. The residue crystallises spontaneously and yields 30.9 g of raw product melting at 62°-63°. After recrystalliation from a toluene/pentane mixture one obtained 21.3 g of pure title product melting at 75°-76°.

後処理

  1. dissolutionwere dissolved
  2. customis prepared
  3. temperaturecooled down to -10° to -15°
  4. additionis added
  5. customThe organic layer that formed
  6. extractionwas then extracted with ether
  7. washwashed with diluted hydrochloric acid and twice with water
  8. customdried
  9. concentrationconcentrated
  10. customThe residue crystallises spontaneously
  11. customyields 30.9 g of raw product melting at 62°-63°

出典と根拠

ORDレコード
ord-e73846c0ef554dd7989223ff330cb59a
出典データセット
uspto-grants-1991_07
特許番号
US05028256

反応ノート

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