Sodium Chloride → 3,4,5-Triacetoxy-6-(2-formyl-thiophen-3-yloxy)-tetrahydropyran-2-ylmethyl acetate

HRID 1445328

반응식

HRID 1445328 반응식
OC1C=CSC=1C=O.[C:9]([O:12][CH:13]1[CH:18]([O:19][C:20](=[O:22])[CH3:21])[CH:17]([O:23][C:24](=[O:26])[CH3:25])[CH:16]([CH2:27][O:28][C:29](=[O:31])[CH3:30])[O:15][CH:14]1[O:32][C:33]1[CH:37]=[C:36](C(C)C)[S:35][C:34]=1[C:41](=[O:50])C1C=CC(OC)=CC=1)(=[O:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+].[Cl-].[Na+]>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.ClCCl.O>[C:9]([O:12][CH:13]1[CH:18]([O:19][C:20](=[O:22])[CH3:21])[CH:17]([O:23][C:24](=[O:26])[CH3:25])[CH:16]([CH2:27][O:28][C:29](=[O:31])[CH3:30])[O:15][CH:14]1[O:32][C:33]1[CH:37]=[CH:36][S:35][C:34]=1[CH:41]=[O:50])(=[O:11])[CH3:10]

참가 물질

8

반응물 4

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 21045301(4,5-Diacetoxy-6-acetoxymethyl-2-[5-isopropyl-2-(4-methoxy-benzoyl)-thiophen-3-yloxy]-tetrahydro-pyran-3-yl) acetateHCID 1357421533-Hydroxythiophene-2-carbaldehyde

생성물 1

HCID 219612443,4,5-Triacetoxy-6-(2-formyl-thiophen-3-yloxy)-tetrahydropyran-2-ylmethyl acetate

시약·촉매·용매 3

HCID 159952Benzyltributylammonium chloride촉매HCID 962Water용매2회HCID 6344Dichloromethane용매

실험 절차

3.81 g of 3-hydroxy-thiophene-2-carbaldehyde, 30.5 g of (4,5-diacetoxy-6-acetoxymethyl-2-[5-isopropyl-2-(4-methoxy-benzoyl)-thiophen-3-yloxy]-tetrahydro-pyran-3-yl) actate, 37.0 g of potassium carbonate and 9.2 g of benzyltributylammonium chloride were dissolved in 850 ml of dichloromethane. 7.5 ml of water were added, and the reaction mixture was stirred for 60 h. The solution was extraced with water and saturated sodium chloride solution, and the organic phase was dried over sodium sulfate and evaporated. 60 ml of ethanol:water (9:1) were added to the resulting brownish foam, and the resulting fine precipitate was filtered off with suction. The product with the molecular weight: 458.44 (C19H22O11S), MS (ESI): 476 (M+NH4+) was obtained.

후처리

  1. dry with materialthe organic phase was dried over sodium sulfate
  2. customevaporated
  3. addition60 ml of ethanol:water (9:1) were added to the resulting brownish foam
  4. filtrationthe resulting fine precipitate was filtered off with suction
  5. customThe product with the molecular weight: 458.44 (C19H22O11S), MS (ESI): 476 (M+NH4+) was obtained

출처 및 근거

ORD 기록
ord-eb3df8f559ea4774ae756a40bd98ec34
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666848B2

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