Potassium Iodide → 4-Benzyloxy-3-propoxybenzaldehyde

HRID 987867ノート

反応式

HRID 987867 の反応式
C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH3:9][CH2:10][CH2:11]Br.[CH2:13]([O:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=[O:26])=[CH:23][C:22]=1[OH:29])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CS(C)=O>[CH2:13]([O:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=[O:26])=[CH:23][C:22]=1[O:29][CH2:9][CH2:10][CH3:11])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 5613694-Benzyloxy-3-hydroxybenzaldehyde

生成物 1

HCID 229870904-Benzyloxy-3-propoxybenzaldehyde収率 89.4%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

2.15 g (15.6 mmol) of potassium carbonate, 0.20 g (1.22 mmol) of potassium iodide and 1.20 ml (13.2 mmol) of n-propyl bromide were added to a solution of 2.73 g (12.0 mmol) of 4-benzyloxy-3-hydroxybenzaldehyde in 18 ml of dimethyl sulfoxide (DMSO) and were allowed to react for 24 hours at 60° C. Thereafter, the reaction mixture was cooled to room temperature and partitioned between ethyl acetate and water and the organic phase was washed several times with saturated sodium chloride solution, dried over magnesium sulfate, filtered and evaporated down. Chromatography of the residue over 50 g of silica gel using toluene gave 2.90 g of 4-benzyloxy-3-propoxybenzaldehyde.

後処理

  1. customto react for 24 hours at 60° C
  2. custompartitioned between ethyl acetate and water
  3. washthe organic phase was washed several times with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated down

出典と根拠

ORDレコード
ord-65ecc0aa62774f3baa22028809276092
出典データセット
uspto-grants-2003_10
特許番号
US06632909B2

反応ノート

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