Sodium Carbonate → HCID 59464778、化合物

HRID 1714588

反応式

HRID 1714588 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:23]=[CH:22][C:19]([CH:20]=O)=[C:18]([Cl:24])[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OP([CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])(OCC)=O)C.C(=O)(O)[O-].[K+].C(=O)(O)[O-].[Na+].C(=O)([O-])[O-].[K+].[K+].C(=O)([O-])[O-].[Na+].[Na+]>O.CS(C)=O.CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:23]=[CH:22][C:19]([CH:20]=[CH:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])=[C:18]([Cl:24])[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

10

反応物 6

HCID 10340Sodium CarbonateHCID 11430Potassium CarbonateHCID 13345Triethyl phosphonoacetateHCID 516892Sodium BicarbonateHCID 516893Potassium BicarbonateHCID 166554054-(3-Benzyloxyphenylthio)-2-chlorobenzaldehyde

生成物 1

HCID 59464778HCID 59464778、化合物

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-(3-benzyloxyphenylthio)-2-chlorobenzaldehyde (1) and ethyl diethylphosphonoacetate (2) is stirred for 3 to 8 hours at 50 to 80° C. in an organic solvent, such as dimethylformamide or dimethylsulfoxide, in the presence of a base, such as potassium bicarbonate, sodium bicarbonate, potassium carbonate or sodium carbonate. Subsequently, the reaction mixture is chilled in an ice water bath while being stirred and water is added. The resulting crystals are collected by filtration and washed with aqueous 2-propanol to give ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate (3) as crude crystals. This product is dissolved in ethylacetate and the mixture was washed with water. The organic layer is concentrated under reduced pressure to obtain a pale yellow oil. To this product, acetone is added and the mixture is stirred while being chilled to form crystals (Crystal seeds are added when necessary). Water is then added and the mixture is stirred while being chilled. The resulting crystals are collected by filtration and washed with acetone-water. The crystals are then dried at 40° C. or below to give ethyl 3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]acrylate (3) or a hydrate thereof.

後処理

  1. temperatureSubsequently, the reaction mixture is chilled in an ice water bath
  2. filtrationThe resulting crystals are collected by filtration
  3. washwashed with aqueous 2-propanol

出典と根拠

ORDレコード
ord-4a062d7335ec45b58e606242b48284ca
出典データセット
uspto-grants-2010_09
特許番号
US07795472B2

関連ノート

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