Dimethyl (3-oxo-2-pentylcyclopentyl)malonate → Hedione

HRID 1793220노트

반응식

HRID 1793220 반응식
[CH2:1]([CH:6]1[C:10](=[O:11])[CH2:9][CH2:8][CH:7]1[CH:12](C(OC)=O)[C:13]([O:15][CH3:16])=[O:14])[CH2:2][CH2:3][CH2:4][CH3:5].C(C1C(=O)CCC1CC(O)=O)CCCC>O>[CH2:1]([CH:6]1[C:10](=[O:11])[CH2:9][CH2:8][CH:7]1[CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH2:2][CH2:3][CH2:4][CH3:5]

참가 물질

4

반응물 2

HCID 103546Dimethyl (3-oxo-2-pentylcyclopentyl)malonateHCID 107126Cyclopentaneacetic acid, 3-oxo-2-pentyl-

생성물 1

HCID 102861Hedione수율 90.8%

시약·촉매·용매 1

HCID 962Water용매7회

실험 절차

The same 1 L four-neck flask that was used in Example 1 was charged with 600 g of raw material containing 557 g (1.96 mol) of dimethyl 2-pentyl-3-oxo-cyclopentylmalonate produced in the same manner as in Production Example 1 and the raw material was heated to 180° C. with stirring under normal pressure. Then, the supply of water to the bottom of the reactor was started. During the supply of water, the supply rate of water was adjusted to a constant rate (6 g/h). Then, the reaction was completed for 9 hours from the start of the supply of water. During the supply of water, the content of water in the reaction solution was measured by a Karl Fischer's coulometric titration (instrument: Trace-water measuring device AQ-7, manufactured by HIRANUMA SANGYO Co., Ltd.) and as a result, the maximum water concentration in the reaction solution was 0.44% by weight. It was found that the reaction product contained 402 g (1.78 mol, yield: 90.7%) of methyl 2-pentyl-3-oxo-cyclopentylacetate and 33.5 g (0.158 mol) of 2-pentyl-3-oxo-cyclopentylacetic acid.

후처리

  1. customproduced in the same manner as in Production Example 1
  2. concentrationthe maximum water concentration in the reaction solution

출처 및 근거

ORD 기록
ord-adb75d18fb8c449a94b5109ee5f32ae9
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078559B2

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