Water → tetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-one

HRID 6058

反応式

HRID 6058 の反応式
[CH2:1]([C@@H:7]1[CH:12]([OH:13])[CH2:11][CH:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[O:9][C:8]1=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.O>CC(C)=O>[CH2:1]([C@@H:7]1[C:12](=[O:13])[CH2:11][CH:10]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[O:9][C:8]1=[O:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

5

反応物 3

HCID 962WaterHCID 67855756tetrahydro-3-hexyl-4-hydroxy-(R)-6-undecyl-2H-pyran-2-oneHCID 131709961Jones' reagent

生成物 1

HCID 67855749tetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-one

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

M)b) 3 g of a diastereomer mixture of tetrahydro-3-hexyl-4-hydroxy-(R)-6-undecyl-2H-pyran-2-one were dissolved in 300 ml of acetone. 3 ml of Jones' reagent were added dropwise while stirring in such a manner that the temperature did not exceed 25° C. After 3 hours the reaction mixture was poured into 700 ml of H2O. The lactone precipitated out and was filtered off. After recrystallization in ether/n-hexane there were obtained 1.7 g of tetrahydro-3-hexyl-4-oxo-(R)-6-undecyl-2H-pyran-2-one, m.p. 112.5°-113.5° C.

後処理

  1. customdid not exceed 25° C
  2. customThe lactone precipitated out
  3. filtrationwas filtered off
  4. customAfter recrystallization in ether/n-hexane there

出典と根拠

ORDレコード
ord-518a16e34f3943a5b14400a699394dc9
出典データセット
uspto-grants-1993_09
特許番号
US05246960

関連ノート

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