Hydrochloric Acid → Toluene-4-sulfonic acid 2-cyano-2-phenylheptyl ester

HRID 333434ノート

反応式

HRID 333434 の反応式
[OH:1][CH2:2][C:3]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:4]#[N:5].[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1.C(N(CC)CC)C.Cl>ClCCl>[C:4]([C:3]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH2:2][O:1][S:23]([C:20]1[CH:21]=[CH:22][C:17]([CH3:27])=[CH:18][CH:19]=1)(=[O:25])=[O:24])#[N:5]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 669878522-Hydroxymethyl-2-phenylheptanenitrile

生成物 1

HCID 86659207Toluene-4-sulfonic acid 2-cyano-2-phenylheptyl ester収率 72%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution containing 4.24 g (19.5 mmol) of 2-hydroxymethyl-2-phenyl-heptanenitrile in 25 mL of dichloromethane are added 4.1 g (21.5 mmol) of p-toluenesulfonyl chloride and 6 mL of triethylamine. The reaction medium is stirred for 15 hours at room temperature and then treated with 1N hydrochloric acid solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate, filtered and evaporated under pressure. A yellow oil is obtained and precipitated from a 9/1 heptane/diisopropyl ether mixture. The precipitate formed is filtered off and rinsed with diisopropyl ether. 5.26 g in the form of a beige-coloured powder are obtained in a yield of 72%.

後処理

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated under pressure
  5. customA yellow oil is obtained
  6. customprecipitated from a 9/1 heptane/diisopropyl ether mixture
  7. customThe precipitate formed
  8. filtrationis filtered off
  9. washrinsed with diisopropyl ether
  10. custom5.26 g in the form of a beige-coloured powder are obtained in a yield of 72%

出典と根拠

ORDレコード
ord-7d8e6c08e21b4ed1b5afb236d2d8772b
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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