1,3,3-Trimethyl-2-methyleneindoline → HCID 15868837、化合物

HRID 54602

反応式

HRID 54602 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[C:9]([OH:17])[CH:8]=2)[CH2:3][CH2:2]1.[CH3:18][N:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:21]([CH3:29])([CH3:28])[C:20]1=[CH2:30].[CH2:31](OC(OCC)OCC)C>C(OCC)C>[CH3:18][N:19]1[C:20]2([O:17][C:9]3[CH:8]=[C:7]([N:4]4[CH2:3][CH2:2][O:1][CH2:6][CH2:5]4)[C:16]4[C:11]([C:10]=3[CH:31]=[CH:30]2)=[CH:12][CH:13]=[CH:14][CH:15]=4)[C:21]([CH3:28])([CH3:29])[C:22]2[C:27]1=[CH:26][CH:25]=[CH:24][CH:23]=2

参加物

5

反応物 3

HCID 83511,3,3-Trimethyl-2-methyleneindolineHCID 31214Ethyl orthoformateHCID 109880424-Morpholino-2-naphthol

生成物 1

HCID 15868837HCID 15868837、化合物収率 34%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A mixture of 4-morpholino-2-naphthol (0.47 g;0.002 mol), prepared as in 2(b) above, 1,3,3-trimethyl-2-methyleneindole (0.8 g;0.0022 mol) and triethylorthoformate (10.0 ml) was stirred under nitrogen and heated to reflux for 18 hrs. The resulting purple solution was cooled and evaporated to remove the excess triethylorthoformate and the residue flash chromatographed over silica (40% diethyl ether in hexane) to yield an orange gum (0.28 g; yield 34%). Trituration of the gum with diethyl ether afforded the 1,3,3-trimethyl-6'-morpholinospiro [indoline-2,3'-[3H]-naphtho[2,1-b]pyran having the structure shown below as a pale brown solid, m.pt 191°-194° C. ##STR20##

後処理

  1. temperatureheated
  2. temperatureto reflux for 18 hrs
  3. temperatureThe resulting purple solution was cooled
  4. customevaporated
  5. customto remove the excess triethylorthoformate
  6. customthe residue flash chromatographed over silica (40% diethyl ether in hexane)
  7. customto yield an orange gum (0.28 g; yield 34%)

出典と根拠

ORDレコード
ord-65b5dd14fecf47bd973f6544bcddcf9c
出典データセット
uspto-grants-1997_04
特許番号
US05623005

関連ノート

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