Sodium Sulfate → 3-Pentyl-3-phenylazetidine

HRID 333435노트

반응식

HRID 333435 반응식
[C:1]([C:3]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:4]OS(C1C=CC(C)=CC=1)(=O)=O)#[N:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].S([O-])([O-])(=O)=O.[Na+].[Na+].O.[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH2:16]([C:3]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:1][NH:2][CH2:4]1)[CH2:17][CH2:18][CH2:19][CH3:20]

참가 물질

6

반응물 4

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 45051631Sodium sulphate hydrateHCID 86659207Toluene-4-sulfonic acid 2-cyano-2-phenylheptyl ester

생성물 1

HCID 669878863-Pentyl-3-phenylazetidine수율 101.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution containing 5.26 g (14.1 mmol) of toluene-4-sulfonic acid 2-cyano-2-phenylheptyl ester in 25 mL of THF under nitrogen are added cautiously 600 mg (15.5 mmol) of LiAlH4 powder. The reaction medium is stirred for 1 hour at room temperature and then treated with a sodium sulfate paste (hot water+Na2SO4). After stirring for 30 minutes at room temperature, the salts formed are filtered off and the filtrate is evaporated under reduced pressure. The residue is taken up in dichloromethane and washed with aqueous 1N sodium hydroxide solution. The organic phase is dried over sodium sulfate, filtered and evaporated under reduced pressure. 2.90 g of a colourless oil are obtained and used in the following step without further purification.

후처리

  1. stirringAfter stirring for 30 minutes at room temperature
  2. customthe salts formed
  3. filtrationare filtered off
  4. customthe filtrate is evaporated under reduced pressure
  5. washwashed with aqueous 1N sodium hydroxide solution
  6. dry with materialThe organic phase is dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b953abbd11b24a76b0c4eccccfbf6066
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877968B2

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