2-Hydroxy-1-naphthaldehyde → 2-(5-carboxy-2-benzoxazolyl)-3H-naphtho[2,1-b]pyran-3-one

HRID 329705

反応式

HRID 329705 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH:12]=O.C([O:16][C:17]([CH2:19][C:20]1[O:21][C:22]2[CH:28]=[CH:27][C:26]([C:29]([OH:31])=[O:30])=[CH:25][C:23]=2[N:24]=1)=O)C>N1CCCCC1.C(O)(=O)C.C(O)C>[C:29]([C:26]1[CH:27]=[CH:28][C:22]2[O:21][C:20]([C:19]3[C:17](=[O:16])[O:1][C:2]4[CH:11]=[CH:10][C:9]5[C:4]([C:3]=4[CH:12]=3)=[CH:5][CH:6]=[CH:7][CH:8]=5)=[N:24][C:23]=2[CH:25]=1)([OH:31])=[O:30]

参加物

6

反応物 2

HCID 128192-Hydroxy-1-naphthaldehydeHCID 198714242-Ethoxycarbonylmethyl-5-carboxybenzoxazole

生成物 1

HCID 198714232-(5-carboxy-2-benzoxazolyl)-3H-naphtho[2,1-b]pyran-3-one収率 56%

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 8082Piperidine触媒HCID 702Ethanol溶媒

実験手順

A mixture of 2-hydroxy-1-naphthaldehyde (1.72 g, 0.01 mol), 2-ethoxycarbonylmethyl-5-carboxybenzoxazole (2.49 g, 0.01 mol), ethanol (30 mL), piperidine (10 drops), and acetic acid (5 drops) is heated at reflux for 3 hours. After cooling the reaction mixture is filtered to isolate the yellow fluorescent product which is then washed with ethanol and dried in air to yield 2.0 g (56% of theory) of 2-(5-carboxy-2-benzoxazolyl)-3H-naphtho[2,1-b]pyran-3-one having the structure ##STR19##

後処理

  1. temperatureis heated
  2. temperatureat reflux for 3 hours
  3. temperatureAfter cooling the reaction mixture
  4. filtrationis filtered
  5. customto isolate the yellow fluorescent product which
  6. washis then washed with ethanol
  7. customdried in air

出典と根拠

ORDレコード
ord-f256b0f0768d4dde922bb36ecab302f2
出典データセット
uspto-grants-1990_01
特許番号
US04892923

関連ノート

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