Salicylaldehyde → alpha-(2'-Hydroxybenzylidene)-delta-valerolactone

HRID 2085230노트

반응식

HRID 2085230 반응식
[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[C:10]1(=[O:16])[O:15][CH2:14][CH2:13][CH2:12][CH2:11]1>C1(C)C=CC=CC=1>[OH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[CH:1]=[C:11]1[CH2:12][CH2:13][CH2:14][O:15][C:10]1=[O:16]

참가 물질

4

반응물 2

HCID 6998SalicylaldehydeHCID 10953Delta-Valerolactone

생성물 1

HCID 69704382alpha-(2'-Hydroxybenzylidene)-delta-valerolactone수율 27.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Salicylaldehyde (15.2 g) and δ-valerolactone (25 g) were dissolved in toluene (150 ml). By the reaction in the same manner as in Example 307, oily α-(2′-hydroxybenzylidene)-δ-valerolactone (7.0 g) was obtained. Dimethylformamide (70 ml) and potassium carbonate (9.5 g) were added hereto and (S) -glycidyl nosylate (8.9 g) was added. The mixture was stirred at 40° C. for 2 hr. The reaction mixture was concentrated under reduced pressure. Water was added and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the oily title compound (7.8 g). The reaction in the same manner as in Example 307 using this product (1.0 g) and 4-(naphthalen-2-yl)piperidine (1.0 g) in methanol (50 ml) was performed and the obtained oil was recrystallized from ethyl acetate to give the title compound (0.38 g), melting point 142-144° C.

후처리

  1. customBy the reaction in the same manner as in Example 307

출처 및 근거

ORD 기록
ord-7f35f8d2bbe74c748a47e2ed8866d6c6
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06720320B2

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