Hydrochloric Acid → 4-(5-Bromo-6-methoxy-2-naphthyl)-4-hydroxybut-3-en-2-one

HRID 1290339ノート

反応式

HRID 1290339 の反応式
[C:1]([C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:15][CH3:16])[C:10]=2[Br:14])[CH:5]=1)(=[O:3])[CH3:2].[C:17](OCCCC)(=[O:19])[CH3:18].C[O-].[Na+].Cl>O>[Br:14][C:10]1[C:9]([O:15][CH3:16])=[CH:8][CH:7]=[C:6]2[C:11]=1[CH:12]=[CH:13][C:4]([C:1]([OH:3])=[CH:2][C:17](=[O:19])[CH3:18])=[CH:5]2

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 31272Butyl AcetateHCID 6221781-(5-Bromo-6-methoxynaphthalen-2-yl)ethan-1-oneHCID 10942334Sodium Methoxide

生成物 1

HCID 701794054-(5-Bromo-6-methoxy-2-naphthyl)-4-hydroxybut-3-en-2-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
65 °C

実験手順

50 Grams (0.179 moles) of 2-acetyl-5-bromo-6-methoxynaphthalene and 200 ml of n-butyl acetate are placed in a flask equipped with refrigerator and stirrer and, under stirring and at the temperature of 15° C., 14.5 g (0.268 moles) of sodium methoxide are added. The temperature of the reaction mixture goes up to 25° C. and is kept at this value for 30 minutes, then the mixture is warmed at 65° C. for one hour, is added with 100 ml of water and is brought to pH 4 by adding a concentrated aqueous solution of hydrochloric acid. The reaction mixture is then cooled to 0°÷5° C. and kept at this temperature for one hour. The solid is filtered, abundantly washed with water on the filter, then washed with butyl acetate and dried in oven under vacuum obtaining 53 g of product with a yield equal to 92%.

後処理

  1. customequipped with refrigerator and stirrer
  2. additionare added
  3. customgoes up to 25° C.
  4. temperatureThe reaction mixture is then cooled to 0°÷5° C.
  5. waitkept at this temperature for one hour
  6. filtrationThe solid is filtered
  7. washabundantly washed with water on the filter
  8. washwashed with butyl acetate
  9. customdried in oven under vacuum

出典と根拠

ORDレコード
ord-1810b5817a7649d88521cc8638ee9169
出典データセット
uspto-grants-1998_05
特許番号
US05750793

反応ノート

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