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

HRID 1057293ノート

反応式

HRID 1057293 の反応式
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]

参加物

8

反応物 6

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 6058CysteamineHCID 7918Acetic Anhydride3 回HCID 9082Cysteamine HydrochlorideHCID 14797Potassium Hydroxide3 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c59426f97aae4ea88510b98fc543c838
出典データセット
uspto-grants-2003_02
特許番号
US06514944B2

反応ノート

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