4-Hydroxybenzaldehyde → Benzaldehyde, 4-(2-hydroxyethoxy)-

HRID 471254

반응식

HRID 471254 반응식
Br[CH2:2][CH2:3][OH:4].C(=O)([O-])[O-].[K+].[K+].[OH:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1>CC#N>[OH:4][CH2:3][CH2:2][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 1264-HydroxybenzaldehydeHCID 108982-BromoethanolHCID 11430Potassium Carbonate

생성물 1

HCID 89178Benzaldehyde, 4-(2-hydroxyethoxy)-

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2-Bromoethanol (5.8 mL) and potassium carbonate (11.3 g) were successively added to a solution of 4-hydroxybenzaldehyde (5.0 g) in MeCN (100 mL). The resulting mixture was stirred and heated at reflux for 3 days under argon. The reaction mixture was cooled to RT and partitioned between EtOAc (100 mL) and 1M aqueous NaOH solution (100 mL). The organic layer was washed with brine (100 mL). The aqueous layers were combined and extracted with EtOAc (50 mL). The organic layers were combined, dried over sodium sulphate, filtered and evaporated in vacuo to give the subtitled compound as a yellow oil. Yield 6.4 g.

후처리

  1. temperatureheated
  2. temperatureat reflux for 3 days under argon
  3. custompartitioned between EtOAc (100 mL) and 1M aqueous NaOH solution (100 mL)
  4. washThe organic layer was washed with brine (100 mL)
  5. extractionextracted with EtOAc (50 mL)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-908502f4afa8461491c445c15679a5e0
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629271B2

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