Water → 3-Pyrrolidinol, 1-(phenylmethyl)-, 3-methanesulfonate, (3R)-

HRID 129197

反応式

HRID 129197 の反応式
[CH2:1]([N:8]1[CH2:12][CH2:11][C@@H:10]([OH:13])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23].O>C1(C)C=CC=CC=1>[CH2:1]([N:8]1[CH2:12][CH2:11][C@@H:10]([O:13][S:22]([CH3:21])(=[O:24])=[O:23])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 643472(R)-(+)-1-Benzyl-3-pyrrolidinol

生成物 1

HCID 118072543-Pyrrolidinol, 1-(phenylmethyl)-, 3-methanesulfonate, (3R)-収率 101.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

(R)-1-Benzyl-3-hydroxypyrrolidine (3.9 g, 22 mmol) was dissolved in toluene (100 mL) and the solution stirred and cooled to 0°-5° C. Triethylamine (2.66 g, 26.2 mmol) was added followed by methanesulfonyl chloride (3.0 g, 26 mmol). A slurry formed after 30 minutes. The mixture was allowed to warm to room temperature and stirred overnight. Water (100 mL) was added to the reaction mixture and the organic layer separated and washed with water (100 mL) and concentrated under reduced pressure to give (R)-1-benzyl-3-mesyloxypyrrolidine (5.7 g) as a yellow oil:

後処理

  1. temperaturecooled to 0°-5° C
  2. customA slurry formed after 30 minutes
  3. stirringstirred overnight
  4. customthe organic layer separated
  5. washwashed with water (100 mL)
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8aae42672c7e40d4a3dc814ddb5d1c96
出典データセット
uspto-grants-1995_11
特許番号
US05466828

関連ノート

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