Toluene → Acetate hexane

HRID 1110370ノート

反応式

HRID 1110370 の反応式
[H-].[Na+].[O:3]1[CH2:7][CH2:6]CC1.CN(C)C=[O:11].[C:13]1(C)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>[Cl-].[Cd+2].[Cl-]>[C:7]([O-:3])(=[O:11])[CH3:6].[CH3:17][CH2:18][CH2:13][CH2:14][CH2:15][CH3:16]

参加物

6

反応物 4

HCID 1140TolueneHCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 24758Sodium hydride

生成物 1

HCID 22139250Acetate hexane収率 47%

試薬・触媒・溶媒 1

HCID 24633Cadmium chloride, dihydrate触媒

実験手順

The procedure used in Example 7a was followed except for the following changes or substitutions: the enamine from Example 44c (1.72 g) was used instead of the enamine in Example 7a; NaH (0.29 g, 55% in oil instead of 0.17 g), tetrahydrofuran (6 ml instead of 2 ml), cadmium chloride (1.34 g instead of 81 g), dimethylformamide (0.5 ml) and toluene (7 ml instead of the amount indicated in Example 7a). After completion of the reaction and isolation of the crude product as described in Example 7a, the product was purified by column chromatography over silica gel using ethyl acetate:hexane (1:3 to 1:1 gradient) as the eluent. There was obtained 0.80 g (47%) of the acetate:hexane (1:1); m.p. 152°-152.5°.

後処理

  1. customthe product was purified by column chromatography over silica gel

出典と根拠

ORDレコード
ord-439b6e5840f9496ba55b944463c8049a
出典データセット
uspto-grants-1990_12
特許番号
US04975435

反応ノート

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