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Sodium Hydroxide → DL-Proline, 1-[(3-fluorophenyl)methyl]-5-oxo-

HRID 1906446
ノート
印刷プレビュー

反応式

HRID 1906446 の反応式
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([CH2:10][N:11]2[CH:15]([C:16]([O:18]C)=[O:17])[CH2:14][CH2:13][C:12]2=[O:20])[CH:7]=[CH:8][CH:9]=1>O>[F:3][C:4]1[CH:5]=[C:6]([CH2:10][N:11]2[C:12](=[O:20])[CH2:13][CH2:14][CH:15]2[C:16]([OH:18])=[O:17])[CH:7]=[CH:8][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 13885244(+/-)-1-[(3-Fluorophenyl)methyl]-5-methoxycarbonyl-2-pyrrolidinone

生成物 1

HCID 4125295DL-Proline, 1-[(3-fluorophenyl)methyl]-5-oxo-収率 66.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 19.00 g of sodium hydroxide pellets in 225 ml of water was treated with 115.52 g of (±)-1-[(3-fluorophenyl)methyl]-5-methoxycarbonyl-2-pyrrolidinone and the mixture was heated for four hours (steam bath). The solution was cooled to the ambient temperature and extracted with diethyl ether (3×250 ml). The aqueous phase was acidified with concentrated hydrochloric acid to about pH=1. The aqueous phase was extracted with dichloromethane (2×300 ml) and the combined organic phase was dried over Na2SO4. The solution was vacuum filtered and the filtrate was concentrated to an oil which solidified on standing. The solid was recrystallized from 300 ml of toluene to yield 72.16 g of crystals, m.p. 114°-116.5° C.

後処理

  1. temperaturethe mixture was heated for four hours (steam bath)
  2. extractionextracted with diethyl ether (3×250 ml)
  3. extractionThe aqueous phase was extracted with dichloromethane (2×300 ml)
  4. dry with materialthe combined organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated to an oil which
  7. customThe solid was recrystallized from 300 ml of toluene

出典と根拠

ORDレコード
ord-435a2dd7863c4c1caa95573c4fc2057d
出典データセット
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04652567

反応ノート

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