Citric Acid → Veratraldehyde

HRID 565125

반응식

HRID 565125 반응식
P([O-])([O-])(O)=O.[K+].[K+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O.P([O-])(O)(O)=O.[K+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O.[CH3:40][O:41][C:42]1[CH:43]=[C:44]([CH:47]=[CH:48][C:49]=1[O:50][CH3:51])[CH2:45][OH:46].NC1C=CC=C2C(N(O)C(=O)C=12)=O.CCN1C2C=CC(S([O-])(=O)=O)=CC=2S/C/1=N\N=C1/SC2C=C(S([O-])(=O)=O)C=CC=2N/1CC.[NH4+].[NH4+]>C(O)C>[CH3:40][O:41][C:42]1[CH:43]=[C:44]([CH:47]=[CH:48][C:49]=1[O:50][CH3:51])[CH:45]=[O:46]

참가 물질

8

반응물 6

HCID 311Citric AcidHCID 7118Veratryl alcoholHCID 516951Monobasic potassium phosphateHCID 95704746-benzothiazolesulfonic acid, 2,2'-azinobis(3-ethyl-2,3-dihydro-, diammonium saltHCID 108884723-amino-N-hydroxyphthalimideHCID 21698641Dipotassium hydrogen phosphate citric acid

생성물 1

HCID 8419Veratraldehyde수율 92%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

22 ml of a dipotassium hydrogen phosphate/citric acid buffer solution of pH 4.5 (prepared by titrating a 0.2 M potassium dihydrogen phosphate solution with a 0.1 M citric acid solution and diluting to 1/4) were treated at 45° C. with 269 mg (1.60 mmol) of 3,4-dimethoxybenzyl alcohol in 1 ml of ethanol. 32.1 mg (0.180 mmol) of 3-amino-N-hydroxyphthalimide were added with stirring. After approx. 10 minutes, the mixture was treated with 5 ml of an aqueous solution of 2 mg/ml laccase from Trametes versicolor (specific activity approx. 18 IU/mg, defined with ABTS as substrate). After a reaction time of 22 hours, the reaction solution was extracted with chloroform and examined by NMR spectroscopy. Yield 92% of 3,4-dimethoxybenzaldehyde.

후처리

  1. additiondiluting to 1/4)
  2. extractionAfter a reaction time of 22 hours, the reaction solution was extracted with chloroform

출처 및 근거

ORD 기록
ord-8e2dfa86321448ad8fab97d35d078bfb
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06169213A

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