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

HRID 1445328

反応式

HRID 1445328 の反応式
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]

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 159952Benzyltributylammonium chloride触媒HCID 962Water溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eb3df8f559ea4774ae756a40bd98ec34
出典データセット
uspto-grants-2010_02
特許番号
US07666848B2

関連ノート

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