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1,4-Dioxane → 3-{2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid hydrochloride

HRID 2167914
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HRID 2167914 반응식
[Cl:1]C1C=CC=C(Cl)C=1COC1C=CC(C2OCCN(CCC(O)=O)C2)=CC=1.C([O:32][C:33](=[O:58])[CH2:34][CH2:35][N:36]1[CH2:41][CH2:40][O:39][CH:38]([C:42]2[CH:47]=[CH:46][C:45]([O:48][CH2:49][C:50]3[C:55]([Cl:56])=[CH:54][CH:53]=[CH:52][C:51]=3[Cl:57])=[CH:44][CH:43]=2)[CH2:37]1)(C)(C)C.O1CCOCC1>Cl>[ClH:1].[Cl:56][C:55]1[CH:54]=[CH:53][CH:52]=[C:51]([Cl:57])[C:50]=1[CH2:49][O:48][C:45]1[CH:44]=[CH:43][C:42]([CH:38]2[O:39][CH2:40][CH2:41][N:36]([CH2:35][CH2:34][C:33]([OH:58])=[O:32])[CH2:37]2)=[CH:47][CH:46]=1
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참가 물질

5

반응물 3

HCID 312751,4-DioxaneHCID 670325163-{2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid tert-butyl esterHCID 670325533-{2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid

생성물 1

HCID 670325523-{2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid hydrochloride

시약·촉매·용매 1

HCID 313
Hydrochloric Acid
용매

실험 절차

3-{2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid. 3-{2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid tert-butyl ester (0.59 g; 1.27 mmol) was dissolved in a 4M solution of HCl in 1,4-dioxane (6.33 mL, 25.30 mmol) and stirred overnight at RT. Subsequently, the solvent was removed in vacuo and the residue treated with iPr2O, the precipitate was collected by filtration and dried overnight under reduced pressure to afford 3-{2-[4-(2,6-Dichloro-benzyloxy)-phenyl]-morpholin-4-yl}-propionic acid hydrochloride (0.50 g). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.88-2.97 (2H, m) 3.11 (1H, t, J=11.7 Hz) 3.15-3.23 (1H, m) 3.30-3.43 (2H, m) 3.49 (1H, d, J=12.0 Hz) 3.55-3.64 (1H, m) 4.01-4.20 (2H, m) 4.88 (1H, d, J=12.0 Hz) 5.24 (2H, s) 7.04-7.12 (2H, m) 7.35 (2H, d, J=8.7 Hz) 7.40-7.49 (1H, m) 7.49-7.56 (2H, m).

후처리

  1. customSubsequently, the solvent was removed in vacuo
  2. additionthe residue treated with iPr2O
  3. filtrationthe precipitate was collected by filtration
  4. customdried overnight under reduced pressure

출처 및 근거

ORD 기록
ord-be555cf6d1db4d21956eb41ca4b224ab
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045441B2

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