Sodium Sulfate → 3-Pentyl-3-phenylazetidine

HRID 333435ノート

反応式

HRID 333435 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 669878863-Pentyl-3-phenylazetidine収率 101.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b953abbd11b24a76b0c4eccccfbf6066
出典データセット
uspto-grants-2014_11
特許番号
US08877968B2

反応ノート

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