1-Iodopentane → N,N-bis(pyridin-2-ylmethyl)pentan-1-amine

HRID 1970724

반응식

HRID 1970724 반응식
[OH-].[K+].[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][NH:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.I[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>CN(C)C=O>[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][N:10]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

참가 물질

5

반응물 3

HCID 123351-Iodopentane2회HCID 14797Potassium HydroxideHCID 73759Bis(2-pyridylmethyl)amine

생성물 1

HCID 58794716N,N-bis(pyridin-2-ylmethyl)pentan-1-amine수율 72.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 15 ml of N,N-dimethylformamide, 0.85 g potassium hydroxide, 1.0 g di(2-picolyl)amine, and 0.99 g 1-iodopentane were successively added. The mixture was stirred under nitrogen at 35 C for 2.5 hours before an additional 0.99 g 1-iodopentane were added. The mixture was then stirred for 16 hrs at 35 C under nitrogen. The reaction was quenched with 90 ml of water and extracted with two 50 ml portions of ethyl acetate. The combined organic layers were washed with two 25 ml portions of water, dried over anhydrous magnesium sulfate, and filtered. Following solvent removal, the orange oil obtained was purified by silica gel chromatography using a methanol/ethyl acetate mixed solvent system that was ramped from 0% to 10% methanol by volume during the course of the elution. An orange oil (0.98 g) was obtained.

후처리

  1. additionwere added
  2. customThe reaction was quenched with 90 ml of water
  3. extractionextracted with two 50 ml portions of ethyl acetate
  4. washThe combined organic layers were washed with two 25 ml portions of water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customFollowing solvent removal
  8. customthe orange oil obtained
  9. customwas purified by silica gel chromatography
  10. washwas ramped from 0% to 10% methanol by volume during the course of the elution

출처 및 근거

ORD 기록
ord-fef6dbe591d34b18a4494bf5dcb59962
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431045B2

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