2-Chloropropan-1-amine hydrochloride → 5-[2-(Amino)propoxy]methyl-N,N,3-trimethyl-2-furanmethanamine

HRID 1577505

반응식

HRID 1577505 반응식
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][OH:11])=[CH:7][C:6]=1[CH3:12])[CH3:3].[CH3:13][C:14]([CH3:17])([O-])C.[K+].Cl.ClC(C)C[NH2:23]>CN(C)C=O>[NH2:23][CH:14]([CH3:17])[CH2:13][O:11][CH2:10][C:8]1[O:9][C:5]([CH2:4][N:2]([CH3:1])[CH3:3])=[C:6]([CH3:12])[CH:7]=1

참가 물질

5

반응물 3

HCID 1458552-Chloropropan-1-amine hydrochlorideHCID 205709095-(Dimethylaminomethyl)-4-methyl-2-furanmethanolHCID 23665647Potassium tert-butoxide

생성물 1

HCID 205709325-[2-(Amino)propoxy]methyl-N,N,3-trimethyl-2-furanmethanamine수율 14.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A mixture of 5-(dimethylaminomethyl)-4-methyl-2-furanmethanol (1.35 g) and potassium tert-butoxide (0.9 g) in dry dimethylformamide (3 ml) at 0° was treated with a solution of 2-chloropropylamine, hydrochloride (0.4 g) in dry dimethylformamide (2 ml). After 20 minutes at ambient temperature, the mixture was quenched with oxalic acid (2 g) and the solvent removed in vacuo. Excess anhydrous sodium carbonate was added and the product extracted into chloroform. The chloroform extract was purified by filtration and the solvent evaporated in vacuo. The residue was purified by column chromatography (silica, methanol: 0.88 ammonia 19:1) affording the title compound (0.1 g).

후처리

  1. customthe mixture was quenched with oxalic acid (2 g)
  2. customthe solvent removed in vacuo
  3. additionExcess anhydrous sodium carbonate was added
  4. extractionthe product extracted into chloroform
  5. extractionThe chloroform extract
  6. filtrationwas purified by filtration
  7. customthe solvent evaporated in vacuo
  8. customThe residue was purified by column chromatography (silica, methanol: 0.88 ammonia 19:1)

출처 및 근거

ORD 기록
ord-5dd8b30e58424798919e0bd58e6528fe
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04288443

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