Benzyl Bromide → Propanoic acid, 3-hydroxy-, phenylmethyl ester

HRID 1517910노트

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HRID 1517910 반응식
[OH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[OH-].[K+].[CH:9]1[CH:14]=[CH:13][C:12]([CH2:15]Br)=[CH:11][CH:10]=1>CN(C=O)C>[OH:1][CH2:2][CH2:3][C:4]([O:6][CH2:15][C:12]1[CH:13]=[CH:14][CH:9]=[CH:10][CH:11]=1)=[O:5]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 14797Potassium HydroxideHCID 681523-Hydroxypropionic acid

생성물 1

HCID 84459Propanoic acid, 3-hydroxy-, phenylmethyl ester수율 46.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

3-Hydroxypropanoic acid solution (12 g, 40 mmol, 30% in H2O solution, TCI, TOKYOKASEI) and KOH (2.24 g, 40 mmol, Shantou Xilong chemical factory) was stirred at rt for 30 min, the mixture was concentrated in vacuo to give a white solid. The solid was suspended in 50 mL of DMF was added BnBr (4.75 mL, 40 mmol, Aldrich) via a syringe at rt. After stirring at 80° C. for 5 h, the reaction mixture concentrated in vacuo. The residue was purified by a silica gel column chromatography (10:1 (v/v) petroleum ether/EtOAc) to give the title compound as colorless oil (3.35 g, 46%).

후처리

  1. concentrationthe mixture was concentrated in vacuo
  2. customto give a white solid
  3. concentrationthe reaction mixture concentrated in vacuo
  4. customThe residue was purified by a silica gel column chromatography (10:1 (v/v) petroleum ether/EtOAc)

출처 및 근거

ORD 기록
ord-2a9ad32a592d4858a483b721b6d082b9
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232294B2

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