Benzyl Alcohol → 2-Furancarboxylic acid, tetrahydro-, phenylmethyl ester

HRID 977811

반응식

HRID 977811 반응식
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6](Cl)=[O:7].[CH2:9]([OH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N1C=CC=CC=1>CCOCC>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([O:16][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7]

참가 물질

5

반응물 3

HCID 244Benzyl AlcoholHCID 1049PyridineHCID 551254Tetrahydro-2-furancarbonyl chloride

생성물 1

HCID 112872082-Furancarboxylic acid, tetrahydro-, phenylmethyl ester

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Tetrahydrofuroyl chloride (15.0 g, 112 mmol) was added dropwise to a cold solution of benzyl alcohol (10.9 g, 101 mmol) and pyridine (20.0 g, 253 mmol) in Et2O (200 mL). The solution was stirred at 0° for 40 minutes, then filtered to remove the side product pyridine hydrochloride. The filtrate was washed with 0.1 M HCl (50 mL), saturated aqueous NaHCO3 (50 mL), and brine (50 mL), and then dried over MgSO4. Filtration and evaporation of the solvent gave a yellow oil, which was distilled. Benzyl tetrahydrofuroate was obtained as a colorless oil (21.1 g) , b.p. 118° to 120° at 0.5 mm Hg.

후처리

  1. filtrationfiltered
  2. customto remove the side product pyridine hydrochloride
  3. washThe filtrate was washed with 0.1 M HCl (50 mL), saturated aqueous NaHCO3 (50 mL), and brine (50 mL)
  4. dry with materialdried over MgSO4
  5. filtrationFiltration and evaporation of the solvent
  6. customgave a yellow oil, which
  7. distillationwas distilled

출처 및 근거

ORD 기록
ord-cbe34a3146f540c8a6657453859815a5
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05614638

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