Lactic Acid → 2-(4-Chlorophenoxymethyl)-5-methyl-1,3-dioxolan-4-one

HRID 461279

반응식

HRID 461279 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH:8]=[O:9])=[CH:4][CH:3]=1.[C:12]([OH:17])(=[O:16])[CH:13]([CH3:15])O.B(F)(F)F.CCOCC>CCOCC.O1CCCC1>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH:8]2[O:17][C:12](=[O:16])[CH:13]([CH3:15])[O:9]2)=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 612Lactic AcidHCID 8000Boron trifluoride etherateHCID 114806982-(4-Chlorophenoxy)acetaldehyde

생성물 1

HCID 123799602-(4-Chlorophenoxymethyl)-5-methyl-1,3-dioxolan-4-one

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 17.05 g (0.07 mole) of 4-chlorophenoxyacetaldehyde in 100 ml of ether was added 9.0 g (0.1 mole) of lactic acid dissolved in 50 ml of tetrahydrofuran. To the clear solution was added 15 g (0.105 mole) of boron trifluoride etherate. After 24 hours at ambient temperature, the reaction mixture was washed with aqueous sodium bicarbonate, dried, concentrated, and purified by silica chromatography. The first fraction that emerged from the column was 2-(4-chlorophenoxymethyl-10-5-methyl-1,3-dioxolan-4-one, the transisomer, having a melting point of 37°-40°. The second fraction was the cis isomer which melted at 53°-55°.

후처리

  1. washthe reaction mixture was washed with aqueous sodium bicarbonate
  2. customdried
  3. concentrationconcentrated
  4. custompurified by silica chromatography

출처 및 근거

ORD 기록
ord-7ee1d79b739340d8b3f218bbae8d694e
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04062670

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