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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
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HRID 458884 반응식
[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]
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참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 6323Methyl BromideHCID 100485212-Hydroxy-2,2-dithien-2-ylacetic acid (3R)-1-(3-thien-2-ylpropyl)pyrrolidin-3-yl ester2회

생성물 1

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

시약·촉매·용매 2

HCID 6212Chloroform용매
HCID 6342
Acetonitrile
용매
2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-14e2fe93548a4fa9af636063bc496cac
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07192978B2

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