Water → Gamma-Decalactone

HRID 599718

반응식

HRID 599718 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 12813Gamma-Decalactone

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-86533efc566141899f7c59d449285252
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897802B2

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