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Potassium Carbonate → 7-(2-m-Tolyl-ethoxy)-benzo[1,3]dioxole-5-carboxylic Acid 2-m-tolyl-ethyl Ester

HRID 1918334
ノート
印刷プレビュー

反応式

HRID 1918334 の反応式
[OH:1][C:2]1[C:7]2[O:8][CH2:9][O:10][C:6]=2[CH:5]=[C:4]([C:11]([OH:13])=[O:12])[CH:3]=1.Br[CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:19]1([CH3:23])[CH:20]=[CH:21][CH:22]=[C:17]([CH2:16][CH2:15][O:12][C:11]([C:4]2[CH:3]=[C:2]([O:1][CH2:15][CH2:16][C:17]3[CH:18]=[C:19]([CH3:23])[CH:20]=[CH:21][CH:22]=3)[C:7]3[O:8][CH2:9][O:10][C:6]=3[CH:5]=2)=[O:13])[CH:18]=1
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

5

反応物 3

HCID 11430Potassium Carbonate2 回HCID 5706841-(2-Bromoethyl)-3-methylbenzene2 回HCID 220524917-Hydroxy-1,3-benzodioxole-5-carboxylic acid

生成物 1

HCID 671703457-(2-m-Tolyl-ethoxy)-benzo[1,3]dioxole-5-carboxylic Acid 2-m-tolyl-ethyl Ester収率 78.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

反応条件

温度
90 °C

実験手順

2.5 g of 7-hydroxy-benzo[1,3]dioxole-5-carboxylic acid, 6.8 g of 1-(2-bromo-ethyl)-3-methyl-benzene and 7.6 g of potassium carbonate were stirred in 100 ml of anhydrous DMF for 10 h at 80° C. Then another 1.4 g of 1-(2-bromo-ethyl)-3-methyl-benzene and 1.5 g of potassium carbonate were added and the mixture was stirred for 5 h at 90° C. The solvent was removed in vacuo and the residue dissolved in 200 ml of water and 200 ml of EA. The organic layer was separated, washed with 100 ml of a saturated aqueous sodium carbonate solution, dried with magnesium sulfate and evaporated to yield 4.5 g of the title compound.

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in 200 ml of water
  3. customThe organic layer was separated
  4. washwashed with 100 ml of a saturated aqueous sodium carbonate solution
  5. dry with materialdried with magnesium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-815eaa6f7c864670a42d42630158ea6b
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08618304B2

反応ノート

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