2,2-Dimethyl-1,3-dioxane-4,6-dione → 5-(2-Chlorobenzoyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

HRID 1170455ノート

反応式

HRID 1170455 の反応式
[CH3:1][C:2]1([CH3:10])[O:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[O:3]1.[Cl:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[Cl:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([CH:5]1[C:6](=[O:8])[O:7][C:2]([CH3:10])([CH3:1])[O:3][C:4]1=[O:9])=[O:15]

参加物

5

反応物 2

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 691102-Chlorobenzoyl chloride

生成物 1

HCID 167368235-(2-Chlorobenzoyl)-2,2-dimethyl-1,3-dioxane-4,6-dione収率 50.9%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 4-(dimethylamino)pyridine (33.96 g; 278 mmol) and 2,2-dimethyl-1,3-dioxane-4,6-dione (20.0 g, 139 mmol) in 50 mL of CH2Cl2 was cooled in an ice-salt bath to −10° C. A solution of 2-chlorobenzoyl chloride (29.2 g, 167 mmol) in 20 mL of CH2Cl2 was added dropwise via addition funnel over 1 h. After stirring cold for 1 h, the reaction was allowed to warm to rt and stirred for an additional 3 h. The resulting yellow-orange solution was then extracted with an aq. 10% HCl solution (200 mL) and 200 mL of brine. After drying with MgSO4, the mixture was filtered and the solvent was removed in vacuo. The resulting orange oil was triturated with hexanes (3×50 mL), affording the title compound (20 g) as a yellow solid.

後処理

  1. stirringstirred for an additional 3 h
  2. extractionThe resulting yellow-orange solution was then extracted with an aq. 10% HCl solution (200 mL) and 200 mL of brine
  3. dry with materialAfter drying with MgSO4
  4. filtrationthe mixture was filtered
  5. customthe solvent was removed in vacuo
  6. customThe resulting orange oil was triturated with hexanes (3×50 mL)

出典と根拠

ORDレコード
ord-f28672abc23541b2a269a6ecaf150c30
出典データセット
uspto-grants-2010_11
特許番号
US07825278B2

反応ノート

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