Ethyl bromoacetate → Ethyl 3,6-dihydro-3-(methoxymethyl)-5-nitro-2,6-dioxo-1(2H)-pyrimidineacetate

HRID 2257104

反応式

HRID 2257104 の反応式
[N+:1]([C:4]1[C:5](=[O:14])[NH:6][C:7](=[O:13])[N:8]([CH2:10][O:11][CH3:12])[CH:9]=1)([O-:3])=[O:2].Br[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]>[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>[N+:1]([C:4]1[C:5](=[O:14])[N:6]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:7](=[O:13])[N:8]([CH2:10][O:11][CH3:12])[CH:9]=1)([O-:3])=[O:2]

参加物

5

反応物 2

HCID 7748Ethyl bromoacetateHCID 181724885-Nitro-1-methoxymethyluracil

生成物 1

HCID 21355699Ethyl 3,6-dihydro-3-(methoxymethyl)-5-nitro-2,6-dioxo-1(2H)-pyrimidineacetate

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 2724141Tetrabutylammonium Fluoride溶媒

実験手順

The compound of example 41 (10.0 g, 50 mmole) is dissolved in tetrabutylammonium flouride (120 mL of a 1.0M solution in tetrahydrofuran, 0.124 mole). Ethyl bromoacetate (8.3 mL, 75 mmole) is added. The reaction is stirred at room temperature. The reaction mixture is concentrated, then partitioned between dichloromethane and water. The aqueous layer is extracted with dichloromethane. The combined organic extracts are washed with water, brine, and dried over anhydrous magnesium sulfate. The solvent is removed under vacuum to afford the title compound.

後処理

  1. concentrationThe reaction mixture is concentrated
  2. custompartitioned between dichloromethane and water
  3. extractionThe aqueous layer is extracted with dichloromethane
  4. washThe combined organic extracts are washed with water, brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent is removed under vacuum

出典と根拠

ORDレコード
ord-94e42efb54504380bd78be8f2635f154
出典データセット
uspto-grants-1997_08
特許番号
US05656645

関連ノート

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