Lomifylline → 7-(5-Hydroxyhexyl)-1,3-dimethylxanthine

HRID 482879

反応式

HRID 482879 の反応式
[O:1]=[C:2]([CH3:20])[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:15]2[C:14](=[O:16])[N:13]([CH3:17])[C:12](=[O:18])[N:11]([CH3:19])[C:10]=2[N:9]=[CH:8]1.[B-].[Na+]>C(O)C>[OH:1][CH:2]([CH3:20])[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:15]2[C:14](=[O:16])[N:13]([CH3:17])[C:12](=[O:18])[N:11]([CH3:19])[C:10]=2[N:9]=[CH:8]1

参加物

4

反応物 2

HCID 65599LomifyllineHCID 22959485Vertellus

生成物 1

HCID 150526747-(5-Hydroxyhexyl)-1,3-dimethylxanthine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

15 g of 7-(5-oxohexyl)-1,3-dimethylxanthine are dissolved in 100 ml of ethanol and mixed portionwise at room temperature with 3.8 g of sodium borohydrate (110% of theory) in solid form or in alcoholic suspension. At the end of addition stirring takes place for 30 minutes. Subsequently heating takes place to boiling temperature. At this time the reaction is completed. The course of the reaction is followed by thin layer chromatography. The solvent is evaporated on a rotary evaporator. The residue is boiled e.g. with 50 ml isopropanol or ethyl acetate. The insoluble substance is filtered off and discarded. The extract is crystallised by evaporation. 7-(5-hydroxyhexyl)-1,3-dimethylxanthine of m.p. 93° to 94° C. in a yield of 86% by weight is obtained. The substance after chromatography with silica gel F254 (Merck sheets) as the absorbent and with a mixture of benzene and acetone in a volume ratio of 60:40 as the eluting agent has a Rf -value of 0.15.

後処理

  1. additionAt the end of addition
  2. customfor 30 minutes
  3. temperatureSubsequently heating
  4. customThe solvent is evaporated on a rotary evaporator
  5. filtrationThe insoluble substance is filtered off
  6. customThe extract is crystallised by evaporation

出典と根拠

ORDレコード
ord-2dfa9da7e4ac4c17a2b4fbe5cd92f905
出典データセット
uspto-grants-1986_03
特許番号
US04576947

関連ノート

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