4-Hydroxybenzaldehyde → Benzaldehyde, 4-(phenylmethoxy)-

HRID 75840

반응식

HRID 75840 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O>[CH2:16]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 1264-HydroxybenzaldehydeHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

생성물 1

HCID 78109Benzaldehyde, 4-(phenylmethoxy)-

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To 4-Hydroxy benzaldehyde (10 g) in acetone (200 ml), potassium carbonate (16.96 g) was added and stirred. To this, benzyl bromide (12.67 ml) was added and the reaction mixture was refluxed for 3 hours and then cooled. The reaction mixture was filtered and the filtrate was concentrated to obtain pale brown colored oil which got solidified at room temperature. Solid was crystallized from DCM-Petroleum ether to obtain the title compound as pale yellow solid. Yield: 13 g (74%); 1HNMR (CDCl3; 300 MHz): δ 9.91 (s, 1H), 7.87 (d, 2H), 7.33-7.43 (m, 5H), 7.12 (d, 21-1) 5.17 (s, 2H).

후처리

  1. temperaturethe reaction mixture was refluxed for 3 hours
  2. temperaturecooled
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. customto obtain pale brown colored oil which
  6. customgot solidified at room temperature
  7. customSolid was crystallized from DCM-Petroleum ether

출처 및 근거

ORD 기록
ord-4d56e7fd93da410b8bd0ac4a0d464ab6
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835428B2

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