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

HRID 333434노트

반응식

HRID 333434 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%.

후처리

  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%

출처 및 근거

ORD 기록
ord-7d8e6c08e21b4ed1b5afb236d2d8772b
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877968B2

반응 노트

불러오는 중…