p-Toluenesulfonic acid → HCID 178491344, 화합물

HRID 254461

반응식

HRID 254461 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 178491344HCID 178491344, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-d89bcb139b314bc49a6166f783772c3f
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875645B2

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