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Phenylacetic Acid → HCID 18355594、化合物

HRID 429447
ノート
印刷プレビュー

反応式

HRID 429447 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)=O.[C:19](OC(=O)C)(=[O:21])[CH3:20].C(N(CC)CC)C.[C:33]1([CH2:39][C:40]([OH:42])=O)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(OCC)(=O)C.CCOCC.O>[C:19]([O:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:3]3[C:2](=[CH:7][CH:6]=[C:5]([O:8][CH3:9])[CH:4]=3)[O:1][C:40](=[O:42])[C:39]=2[C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[CH:13][CH:14]=1)(=[O:21])[CH3:20]
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 4

HCID 999Phenylacetic AcidHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 15574183(2-Hydroxy-5-methoxyphenyl)(4-hydroxyphenyl)methanone

生成物 1

HCID 18355594HCID 18355594、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 3283
Diethyl Ether
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
135 °C

実験手順

A mixture of (2-hydroxy-5-methoxyphenyl)-(4-hydroxyphenyl)-methanone (0.59 g, 2.42 mmol), acetic anhydride (1.15 ml, 12.1 mmol), triethylamine (0.44 ml, 3.16 mmol), and phenyl acetic acid (0.33 g, 2.42 mmol) was stirred at 135° C. for 18 h. The resulting orange coloured solution was poured into water (20 ml) and stirred for 3 h, and the resulting mixture of aqueous solution plus sticky solid was diluted with ethyl acetate (20 ml) to dissolve the solid, and the organic layer separated. The aqueous phase was further extracted with ethyl acetate (2×20 ml). The combined organic extracts were washed with water, then brine, dried over sodium sulfate and evaporated to give a yellow/orange gum. This gum was dissolved in a minimum of ether and petrol added to precipitate the title compound as an off white powder.

後処理

  1. stirringstirred for 3 h
  2. additionthe resulting mixture of aqueous solution plus sticky solid
  3. dissolutionto dissolve the solid
  4. customthe organic layer separated
  5. extractionThe aqueous phase was further extracted with ethyl acetate (2×20 ml)
  6. washThe combined organic extracts were washed with water
  7. dry with materialbrine, dried over sodium sulfate
  8. customevaporated
  9. customto give a yellow/orange gum
  10. additionadded
  11. customto precipitate the title compound as an off white powder

出典と根拠

ORDレコード
ord-e5708eadb2514201a3129e3ea4aa3618
出典データセット
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06316494B1

反応ノート

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