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Benzyl Chloride → HCID 86730338、化合物

HRID 1427035
ノート
印刷プレビュー

反応式

HRID 1427035 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Cl)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:15]([O:17][CH2:18][CH2:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=[O:26])=[CH:23][C:22]=1[OH:29])[CH3:16]>C(O)C.Cl.C(OCC)(=O)C.O>[CH2:7]([O:29][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:21]=1[O:20][CH2:19][CH2:18][O:17][CH2:15][CH3:16])[CH:25]=[O:26])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 86730337HCID 86730337、化合物

生成物 1

HCID 86730338HCID 86730338、化合物収率 72%

試薬・触媒・溶媒 4

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒
HCID 962
Water
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
90 °C

実験手順

Potassium carbonate (11.3 g, 81.5 mmol) and benzyl chloride (9.5 mL, 82.6 mmol) were added to a solution of 4-(2-ethoxyethoxy)-3-hydroxybenzaldehyde described in Production Example 24-1 (13.2 g, 62.7 mmol) in ethanol (130 mL) under nitrogen atmosphere at room temperature. The liquid mixture was stirred under a thermal condition of 90° C. for 2 hours. The reaction liquid was cooled to 0° C. and then diluted with 2 M hydrochloric acid, ethyl acetate, and water. The organic layer was washed with a saturated saline solution and then dried over anhydrous magnesium sulfate. The drying agent was separated by filtration and the filtrate was concentrated under vacuum. The resultant residue was dissolved in dichloromethane and the resultant was purified with silica gel column chromatography (n-heptane:ethyl acetate=9:1-1:1) to obtain the title compound (13.5 g, 72%).

後処理

  1. customThe reaction liquid
  2. temperaturewas cooled to 0° C.
  3. washThe organic layer was washed with a saturated saline solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe drying agent was separated by filtration
  6. concentrationthe filtrate was concentrated under vacuum
  7. dissolutionThe resultant residue was dissolved in dichloromethane
  8. customthe resultant was purified with silica gel column chromatography (n-heptane:ethyl acetate=9:1-1:1)

出典と根拠

ORDレコード
ord-be7afd38090a40c6aa96e1965bea5463
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08933099B2

反応ノート

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