Trimethyl orthoformate → methyl L-prolinate hydrochloride

HRID 21745

반응식

HRID 21745 반응식
[NH:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=[O:4].S(Cl)([Cl:12])(=O)=O.[CH:14](OC)(OC)OC>CO>[ClH:12].[CH3:14][O:4][C:3](=[O:5])[C@@H:2]1[CH2:6][CH2:7][CH2:8][NH:1]1

참가 물질

5

반응물 3

HCID 9005Trimethyl orthoformateHCID 24648Sulfuryl chlorideHCID 145742L-Proline

생성물 1

HCID 2733200methyl L-prolinate hydrochloride수율 225.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of L-Proline (115 g,1 mol) in methanol (1.2 L) at 0° C. was added sulfuryl chloride (45 mL, 0.55 mol) slowly during ~15-20 min, then the reaction mixture stirred overnight at room temperature. After 16 hours at room temperature and another 4 hours at reflux, trimethyl orthoformate (120 mL, 1.1 mol) was added and heating at reflux continued for another 24 hr. The reaction mixture was then concentrated and the resultant oil was placed under high vacuum for several days to afford the product as a clear oil (205 g).

후처리

  1. waitAfter 16 hours at room temperature
  2. temperatureanother 4 hours at reflux
  3. temperatureheating
  4. temperatureat reflux
  5. waitcontinued for another 24 hr
  6. concentrationThe reaction mixture was then concentrated
  7. waitthe resultant oil was placed under high vacuum for several days

출처 및 근거

ORD 기록
ord-597dbf67453e44ccb9afcd1128c217bb
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424444

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