Water → 9-Decenoxystilbene aldehyde

HRID 132978

反応式

HRID 132978 の反応式
[Br-].[CH2:2]([O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[P+](CC1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].C(=O)[C:40]1[CH:47]=[CH:46][C:43]([CH:44]=O)=[CH:42][CH:41]=1.[CH2:49]([OH:51])C.[O-][CH2:53]C.[Na+].O>C(O)C>[CH2:2]([O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH:53]=[CH:44][C:43]2[CH:42]=[CH:41][CH:40]=[CH:47][CH:46]=2)[C:14]=1[CH:49]=[O:51])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11]

参加物

6

反応物 4

HCID 962WaterHCID 12173Terephthalaldehyde2 回HCID 23706232Ethanol sodium ethoxideHCID 866095659-Decenoxybenzyltriphenylphosphonium bromide2 回

生成物 1

HCID 866095649-Decenoxystilbene aldehyde収率 50%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
-2 °C

実験手順

First, 23.07 g (0.039 M) of 9-decenoxybenzyltriphenylphosphonium bromide (compound (26)) prepared in Synthetic example 1-4 and 5.91 g of terephthalaldehyde (compound (14)) were dissolved in 315 mL of ethanol. The resulting solution was cooled to −2° C., and then 25.64 g of a sodium ethoxide ethanol solution (21 percent by weight, aldrich) was added dropwise at 0° C. or less. Aging was performed at a mixture temperature of 0° C. or less for 1.5 hours and then at a mixture temperature of 10° C. to 15° C. for 2 hours. After aging, 39 g of deionized water was added dropwise. Then, the precipitated crystals were filtrated and washed with 50 mL of 60% aqueous ethanol and 30 mL of ethanol, followed by drying. Thereby, 7.12 g of 9-decenoxystilbene aldehyde (compound (27)) was produced (yield: 50.0%).

後処理

  1. waitat a mixture temperature of 10° C. to 15° C. for 2 hours
  2. filtrationThen, the precipitated crystals were filtrated
  3. washwashed with 50 mL of 60% aqueous ethanol and 30 mL of ethanol
  4. customby drying

出典と根拠

ORDレコード
ord-c4ce54cbfa484e7c904784587bc290aa
出典データセット
uspto-grants-2008_06
特許番号
US07390433B2

関連ノート

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