Toluene → Acetate hexane

HRID 1110370노트

반응식

HRID 1110370 반응식
[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]

참가 물질

6

반응물 4

HCID 1140TolueneHCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 24758Sodium hydride

생성물 1

HCID 22139250Acetate hexane수율 47%

시약·촉매·용매 1

HCID 24633Cadmium chloride, dihydrate촉매

실험 절차

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°.

후처리

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

출처 및 근거

ORD 기록
ord-439b6e5840f9496ba55b944463c8049a
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04975435

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