Diethyl Ether → HCID 22270422, 화합물

반응식

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)C(OC)=O)=[CH:4][CH:3]=1.[CH3:21][Mg]Br.[Cl-].[NH4+].CC[O:28][CH2:29][CH3:30]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=2)[C:29]([CH3:30])([OH:28])[CH3:21])=[CH:6][CH:7]=1

참가 물질

반응물 4

HCID 3283Diethyl Ether

HCID 25517Ammonium Chloride

HCID 22270406Methyl 2,3-bis(4-chlorophenyl)propionate

HCID 178418573HCID 178418573, 화합물

생성물 1

HCID 22270422HCID 22270422, 화합물

실험 절차

To a solution of methyl 2,3-bis(4-chlorophenyl)propionate (2.6 g, 8.4 mmol) in ether (20 mL) was added methylmagnesium bromide (3 M in ether, 8.4 mL, 25 mmol) at −10° C., and the reaction was allowed to warm to room temperature over 2 h. The reaction mixture was poured into saturated aqueous ammonium chloride (100 mL), and the product was extracted with EtOAc (3×100 mL). The combined extracts were dried over anhydrous MgSO4, filtered, and concentrated to dryness to give the title compound, which was used without further purification. 1H NMR (500 MHz, CD3OD); δ 7.17 (ABq, 4H), 7.06 (d, 2H), 6.93 (d, 2H), 3.32 (dd, 1H), 2.94 (dd, 1H), 2.84(dd, 1H), 1.20 (s, 3H), 1.16 (s, 3H).