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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-(3-Cyclopenten-1-ylcarbonyl)-4-(3,4-dichlorophenoxy)piperidine

HRID 1727843
ノート
印刷プレビュー

反応式

HRID 1727843 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[Cl:15])[O:5]N1CCCCC1.[CH:16]1[CH:17]=[CH:18]C2N(O)N=[N:22][C:20]=2[CH:21]=1.[CH:26]1([C:31]([OH:33])=O)[CH2:30][CH:29]=[CH:28][CH2:27]1.CCN=C=NCCCN(C)C>ClCCl.CN(C1C=CN=CC=1)C.O>[CH:26]1([C:31]([N:22]2[CH2:18][CH2:17][CH:16]([O:5][C:4]3[CH:12]=[CH:13][C:14]([Cl:15])=[C:2]([Cl:1])[CH:3]=3)[CH2:21][CH2:20]2)=[O:33])[CH2:27][CH:28]=[CH:29][CH2:30]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 8537563-Cyclopentene-1-carboxylic acidHCID 685803253,4-Dichlorophenoxypiperidine

生成物 1

HCID 689381871-(3-Cyclopenten-1-ylcarbonyl)-4-(3,4-dichlorophenoxy)piperidine収率 79.6%

試薬・触媒・溶媒 3

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 962Water溶媒
HCID 6344Dichloromethane溶媒2 回

実験手順

3,4-Dichlorophenoxypiperidine (3.09 g) was dissolved in dichloromethane (80 mL). HOBT (1.77 g) and DMAP (0.44 g) were added followed by a solution of 3-cyclopentene-1-carboxylic acid (1.45 g) in dichloromethane (5 mL). EDCI (2.45 g) was added and the solution was stirred for 60 h. Water (100 mL) was added and the phases were separated. The aqueous phase was extracted with dichloromethane (2×40 mL). The organic phases were combined, dried (MgSO4), filtered and evaporated to give subtitle compound (3.40 g) that was used without further purification.

後処理

  1. customthe phases were separated
  2. extractionThe aqueous phase was extracted with dichloromethane (2×40 mL)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-003c782868804755856599a9342dd79c
出典データセット
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07495013B2

反応ノート

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