Trimethyl orthoformate → methyl L-prolinate hydrochloride

HRID 21745

反応式

HRID 21745 の反応式
[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

参加物

5

反応物 3

HCID 9005Trimethyl orthoformateHCID 24648Sulfuryl chlorideHCID 145742L-Proline

生成物 1

HCID 2733200methyl L-prolinate hydrochloride収率 225.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-597dbf67453e44ccb9afcd1128c217bb
出典データセット
uspto-grants-1995_06
特許番号
US05424444

関連ノート

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