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

HRID 329131ノート

反応式

HRID 329131 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 17.05g (0.07 mole) of 4-chlorophenoxyacetaldehyde in 100 ml of ether was added 9.0g (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-69e5865e7f024734930c831bf68c4df1
出典データセット
uspto-grants-1977_04
特許番号
US04019892

反応ノート

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