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Ethyl Acetate → Diethyl 1-(bromoacetyl)-2,2-pyrrolidinedicarboxylate

HRID 421206
ノート
印刷プレビュー

反応式

HRID 421206 の反応式
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7].C(=O)([O-])[O-].[K+].[K+].[Br:22][CH2:23][C:24](Br)=[O:25].C(OCC)(=O)C>ClCCl.O>[Br:22][CH2:23][C:24]([N:1]1[CH2:5][CH2:4][CH2:3][C:2]1([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:25]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 61147Bromoacetyl bromideHCID 12524347Diethyl 2,2-pyrrolidinedicarboxylate

生成物 1

HCID 59215802Diethyl 1-(bromoacetyl)-2,2-pyrrolidinedicarboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6344
Dichloromethane
溶媒

反応条件

温度
0 °C

実験手順

To a solution of diethyl 2,2-pyrrolidinedicarboxylate (D63, 900 mg) in dichloromethane (9 mL) at 0° C., potassium carbonate (0.5M solution, 12.5 mL) and bromoacetyl bromide (0.55 mL) were added. The resulting mixture was stirred at 0° C. for 2 hours. The mixture was then diluted with water and then allowed to reach r.t. Ethyl acetate (15 mL) was added and phases were separated. The aqueous phase was then extracted with ethyl acetate (2×10 mL) and washed with brine (20 mL). The organic phase was dried and concentrated in vacuo to give the desired compound (1.06 g) as orange oil.

後処理

  1. customto reach r.t
  2. customphases were separated
  3. extractionThe aqueous phase was then extracted with ethyl acetate (2×10 mL)
  4. washwashed with brine (20 mL)
  5. customThe organic phase was dried
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-18773e2065f3476d8a70f05a272ab7d8
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08097618B2

反応ノート

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