Dicyclohexylcarbodiimide → HCID 86628344, 화합물

HRID 1808269

반응식

HRID 1808269 반응식
OC[CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][N:9]([CH3:17])[C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13].[C:18]([O:27][CH3:28])(=[O:26])[CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O-:25])=[O:24].C1CCC(N=C=NC2CCCCC2)CC1>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:18]([O:27][CH3:28])(=[O:26])[CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][N:9]([CH3:17])[C:10](=[O:16])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:24]

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 6994472Methyl adipateHCID 86628343Tert-butyl 2-(3-hydroxypropoxy)ethoxy(methyl)carbamate

생성물 1

HCID 86628344HCID 86628344, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 2-(3-hydroxypropoxy)ethoxy(methyl)carbamate (152 mg, 0.646 mmol) and monomethyl adipate (104 mg, 0.646 mmol) in CH2Cl2 (4 mL) were added DCC (146 mg, 0.711 mmol) and DMAP (16 mg, 0.129 mmol). The reaction mixture was stirred at room temperature for 16 h and filtered. The solvent was removed under reduced pressure. The crude product was purified by silica gel flash column chromatography using 27% EtOAc/hexanes as eluent. The desired product was obtained as colorless oil (152 mg, 0.403 mmol, 62%). 1H NMR (CDCl3, 400 MHz): δ (ppm) 1.41 (s, 9 H), 1.56-1.60 (m, 4 H), 2.25-2.27 (m, 4 H), 3.03 (s, 3 H), 3.58 (s, 3 H), 3.59-3.63 (m, 4 H), 3.91-3.94 (m, 2 H), 4.14-4.16 (m, 2 H).

후처리

  1. filtrationfiltered
  2. customThe solvent was removed under reduced pressure
  3. customThe crude product was purified by silica gel flash column chromatography

출처 및 근거

ORD 기록
ord-01d1cd904c6f409a9c03e09626af867f
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357777B2

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