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Diethyl Ether → (3R)-3-(2-Hydroxy-2,2-dithien-2-ylacetoxy)-1-methyl-1-(3-thien-2-ylpropyl)pyrrolidinium bromide

HRID 458884
ノート
印刷プレビュー

反応式

HRID 458884 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][CH2:8][N:9]1[CH2:13][CH2:12][C@@H:11]([O:14][C:15](=[O:28])[C:16]([OH:27])([C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)[C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)[CH2:10]1.C[Br:30].[CH3:31]COCC>C(#N)C.C(Cl)(Cl)Cl>[Br-:30].[OH:27][C:16]([C:22]1[S:23][CH:24]=[CH:25][CH:26]=1)([C:17]1[S:18][CH:19]=[CH:20][CH:21]=1)[C:15]([O:14][C@@H:11]1[CH2:12][CH2:13][N+:9]([CH3:31])([CH2:8][CH2:7][CH2:6][C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[CH2:10]1)=[O:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 3283Diethyl EtherHCID 6323Methyl BromideHCID 100485212-Hydroxy-2,2-dithien-2-ylacetic acid (3R)-1-(3-thien-2-ylpropyl)pyrrolidin-3-yl ester2 回

生成物 1

HCID 69479721(3R)-3-(2-Hydroxy-2,2-dithien-2-ylacetoxy)-1-methyl-1-(3-thien-2-ylpropyl)pyrrolidinium bromide

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒
HCID 6342
Acetonitrile
溶媒
2 回

実験手順

0.3 g (0.00069 mol) of 2-Hydroxy-2,2-dithien-2-ylacetic acid (3R)-1-(3-thien-2-ylpropyl)pyrrolidin-3-yl ester (Intermediate 1-3) were dissolved in 4 ml of acetonitrile and 6 ml of CHCl3. To this solution 3.45 ml (0.00345 mol) of a 1 M solution of methyl bromide in acetonitrile were added. After stirring the mixture at room temperature under N2 atmosphere during 24 h, the solvents were evaporated. Ether was added to the residue and the mixture stirred to obtain a solid. This solid was treated with ether several times, filtered and washed with ether. The yield was 0.34 g (93.2%) of the title compound as a mixture of two stereoisomers.

後処理

  1. customthe solvents were evaporated
  2. additionEther was added to the residue
  3. stirringthe mixture stirred
  4. customto obtain a solid
  5. filtrationfiltered
  6. washwashed with ether
  7. additionThe yield was 0.34 g (93.2%) of the title compound as a mixture of two stereoisomers

出典と根拠

ORDレコード
ord-14e2fe93548a4fa9af636063bc496cac
出典データセット
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07192978B2

反応ノート

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