4-Hydroxybenzaldehyde → 4-[2-(1,3-Dioxolan-2-yl)ethoxy]benzaldehyde

HRID 785

反応式

HRID 785 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.Br[CH2:11][CH2:12][CH:13]1[O:18][CH2:17][CH2:16]C[O:14]1.[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.C(#N)C>[O:18]1[CH2:17][CH2:16][O:14][CH:13]1[CH2:12][CH2:11][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 5206561,3-Dioxane, 2-(2-bromoethyl)-

生成物 1

HCID 196934664-[2-(1,3-Dioxolan-2-yl)ethoxy]benzaldehyde収率 104.5%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In a 500 ml flask, 120 ml of acetonitrile, 13.8 g of 4-hydroxybenzaldehyde, 19.9 g of 2-(2-bromoethyl)-1,3-dioxane, 1.8 g of potassium iodide, and 35.8 g of potassium carbonate were placed and then, reacted at 80° C. for 5 hr. Thereafter, to the reaction mixture was added 200 ml of ethyl acetate and washed once with a saturated aqueous potassium carbonate solution, distilled water and saturated saline. The washed organic phase was dried over anhydrous magnesium sulfate and the solvent was removed, to give 23.7 g of 4-(2-[1,3]-dioxolan-2-yl-ethoxy)benzaldehyde.

後処理

  1. customreacted at 80° C. for 5 hr
  2. washwashed once with a saturated aqueous potassium carbonate solution
  3. distillationdistilled water and saturated saline
  4. dry with materialThe washed organic phase was dried over anhydrous magnesium sulfate
  5. customthe solvent was removed

出典と根拠

ORDレコード
ord-ab767623531e408bb0c0320b5128145a
出典データセット
uspto-grants-1998_03
特許番号
US05723258

関連ノート

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