p-Toluenesulfonic acid → HCID 178491344、化合物

HRID 254461

反応式

HRID 254461 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:4]=1[CH:5]=O.[NH2:13][CH:14]([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH3:12])[C:4]=1/[CH:5]=[N:13]/[CH:14]([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 777023-Pentanamine, 2,4-dimethyl-HCID 964042,6-Dimethoxybenzaldehyde

生成物 1

HCID 178491344HCID 178491344、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 25.0 g (150 mmol) 2,6-dimethoxybenzaldehyde, 19.1 g (165 mmol) 3-amino-2,4-dimethylpentane and 0.500 g p-toluenesulfonic acid in 100 ml toluene was heated in a Dean-Stark apparatus to reflux for 2 hours. Then the cooled reaction mixture was washed with aqueous NaHCO3 solution, brine dried over Na2SO4, filtered and evaporated. The crude product was filtered through a silica pad with heptane/ethyl acetate 2:1 as eluent: 22.0 g [1-(2,6-dimethoxy-phenyl)-meth-(E)-ylidene]-(1-isopropyl-2-methyl-propyl)-amine as slightly yellow crystals: MS (EI): 264.3 ((M+H)+.), 262.3 ((M-H)+.), 248.3 ((M−CH3)+.), 220.2 ((M−(CH3)2CH)+.), 100%).

後処理

  1. temperaturewas heated in a Dean-Stark apparatus
  2. temperatureto reflux for 2 hours
  3. customThen the cooled reaction mixture
  4. washwas washed with aqueous NaHCO3 solution, brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated
  8. filtrationThe crude product was filtered through a silica pad with heptane/ethyl acetate 2:1 as eluent

出典と根拠

ORDレコード
ord-d89bcb139b314bc49a6166f783772c3f
出典データセット
uspto-grants-2011_01
特許番号
US07875645B2

関連ノート

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