Hydrochloric Acid → Benzyl 3-fluoro-4-formylbenzoate

HRID 2233059노트

반응식

HRID 2233059 반응식
[H-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[CH:13]=[O:14])[C:7]([OH:9])=[O:8].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>CN(C)C=O>[CH2:15]([O:8][C:7](=[O:9])[C:6]1[CH:10]=[CH:11][C:12]([CH:13]=[O:14])=[C:4]([F:3])[CH:5]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 212845583-Fluoro-4-formylbenzoic acid

생성물 1

HCID 59295103Benzyl 3-fluoro-4-formylbenzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

60% NaH (0.23 mol) is added portionwise to a solution of 3-fluoro-4-formyl benzoic acid (3, 0.19 mol) in dry dimethylformamide (DMF) (570 mL). The mixture is stirred at room temperature for 45 min. Benzyl bromide (0.23 mol) is added dropwise to the mixture. After stirring at room temperature for 5 h, the reaction mixture is poured into 1N HCl (ca. 1000 mL) and extracted twice with EtOAc. The combined extracts are washed with saturated aqueous NaHCO3, brine, dried over MgSO4, and evaporated in vacuo to give crude 3-fluoro-4-formyl benzoic acid benzyl ester (6).

후처리

  1. stirringAfter stirring at room temperature for 5 h
  2. extractionextracted twice with EtOAc
  3. washThe combined extracts are washed with saturated aqueous NaHCO3, brine
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-ba5eea9c5845426aa9e490824d32e897
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709470B2

반응 노트

불러오는 중…