Water → Gamma-Decalactone

HRID 599718

反応式

HRID 599718 の反応式
O=[C:2]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:3][CH2:4][C:5]([O:7]CC(C)C)=[O:6].[BH4-].[Na+].O.C(OCC)(=O)C>C(O)C>[CH3:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH:2]1[O:7][C:5](=[O:6])[CH2:4][CH2:3]1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 252092612-Methylpropyl 4-oxodecanoate

生成物 1

HCID 12813Gamma-Decalactone

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
25 °C

実験手順

In 200 ml of 99.5% ethanol, was dissolved 24.2 g (0.10 mol) of isobutyl 4-oxodecanoate. Thereto was added 4.2 g (0.11 mol) of sodium borohydride in small quantities, and then the mixture was stirred for 10 minutes at 25° C. The solution was poured into 1 L of water, and 1 L of ethyl acetate was further added thereto followed by stirring to thereby extract the product into the ethyl acetate phase. Ethyl acetate was distilled off followed by vacuum distillation, yielding γ-decalactone (a compound in which R61 represents an n-pentyl group in the above formula (39)). Gas chromatographic analysis showed that the yield of γ-decalactone relative to isobutyl 4-oxodecanoate was 93%. In the resulting γ-decalactone, a plastic-like flavor or acid taste was not observed at all, but it had a good peach-like aroma.

後処理

  1. additionwas further added
  2. stirringby stirring
  3. extractionto thereby extract the product into the ethyl acetate phase
  4. distillationEthyl acetate was distilled off
  5. distillationfollowed by vacuum distillation

出典と根拠

ORDレコード
ord-86533efc566141899f7c59d449285252
出典データセット
uspto-grants-2011_03
特許番号
US07897802B2

関連ノート

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