Potassium Iodide → 4-Benzyloxy-3-propoxybenzaldehyde

HRID 987867노트

반응식

HRID 987867 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 229870904-Benzyloxy-3-propoxybenzaldehyde수율 89.4%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-65ecc0aa62774f3baa22028809276092
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06632909B2

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