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

HRID 461279

反応式

HRID 461279 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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°.

後処理

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

出典と根拠

ORDレコード
ord-7ee1d79b739340d8b3f218bbae8d694e
出典データセット
uspto-grants-1977_12
特許番号
US04062670

関連ノート

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