Hydrochloric Acid → Ethanethioic acid, S-(2-(acetylamino)ethyl) ester

HRID 1057293노트

반응식

HRID 1057293 반응식
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[OH-:6].[K+].[C:8](OC(=O)C)(=[O:10])[CH3:9].N[CH2:16][CH2:17]S.Cl.[Na+].[Cl-]>O>[C:8]([NH:2][CH2:3][CH2:4][S:5][C:16](=[O:6])[CH3:17])(=[O:10])[CH3:9]

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 6058CysteamineHCID 7918Acetic Anhydride3회HCID 9082Cysteamine HydrochlorideHCID 14797Potassium Hydroxide3회

생성물 1

HCID 14997Ethanethioic acid, S-(2-(acetylamino)ethyl) ester수율 97%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Cysteamine hydrochloride (50.0 g) is added to a 1 L 3-neck round bottom flask fitted with a magnetic stir bar, 2 addition funnels, and a pH electrode. Water (300 mL) is added, and the stirred solution is cooled on ice. The pH is adjusted to 8.0 by addition of 8 N KOH. Acetic anhydride (125 mL) is placed in one addition funnel, and 8N KOH (350 mL) is placed in the other addition funnel. The acetic anhydride is added dropwise to the cysteamine solution, with 8 N KOH being added so as to keep the reaction pH at 8+/−1. After addition of acetic anhydride is complete, the pH was adjusted to 7.0 using 1 N HCl and the mixture is allowed to stir for 75 min. on ice. Solid NaCl is added to saturation, and the solution is extracted 4 times using 400 mL portions of CH2Cl2. The organic extracts are combined, dried over MgSO4, filtered, and concentrated under reduced pressure to yield 68.9 g (97% yield) of a pale yellow oil, which crystallizes upon standing at 4° C.

후처리

  1. customfitted with a magnetic stir bar
  2. addition2 addition funnels
  3. temperaturethe stirred solution is cooled on ice
  4. additionadded so as
  5. extractionthe solution is extracted 4 times
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-c59426f97aae4ea88510b98fc543c838
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514944B2

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