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Triethylamine → HCID 59547743, 화합물

HRID 2177082
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HRID 2177082 반응식
C([O:5][C:6](=[O:27])[NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][C:12]([OH:18])=[CH:13][CH:14]=2)[CH:9]1[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)(C)(C)C.C(OC(=O)N[CH:35]1[CH2:44][CH2:43][C:42]2[C:37](=CC(O)=CC=2)[CH:36]1[CH2:46]C1C=CC(Cl)=C(Cl)C=1)(C)(C)C.C(N(CC)CC)C.C(Cl)(=O)OCC1C=CC=CC=1>CN(C)C=O>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][CH:9]2[C:10]3[C:15](=[CH:14][CH:13]=[C:12]([OH:18])[CH:11]=3)[CH2:16][CH2:17][CH:8]2[NH:7][C:6](=[O:27])[O:5][CH2:46][C:36]2[CH:37]=[CH:42][CH:43]=[CH:44][CH:35]=2)=[CH:21][CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 57467203HCID 57467203, 화합물HCID 59547800HCID 59547800, 화합물

생성물 1

HCID 59547743HCID 59547743, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

tert-Butyl[1-(4-chlorobenzyl)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate (2 g, 6.95 mmol, prepared analogously to tert-butyl[1-(3,4-dichlorobenzyl)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate, cf. example 34.2 were suspended in dimethylformamide (40 mL). Triethylamine (0.969 mL, 6.95 mmol) and benzyl carbonochloridate (1.186 g, 6.95 mmol) were added. The reaction mixture was stirred at room temperature over night. The solvent was evaporated in vacuo. To the crude product ethyl acetate and water were added. The aqueous layer was extracted with ethyl acetate. The combined organic layers were dried (MgSO4) and concentrated in vacuo. The crude product was purified by flash chromatography (silica gel, dichloromethane, methanol). Yield: 393 mg (0.931 mmol, 13.4%, colorless foam).

후처리

  1. customThe solvent was evaporated in vacuo
  2. additionTo the crude product ethyl acetate and water were added
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by flash chromatography (silica gel, dichloromethane, methanol)

출처 및 근거

ORD 기록
ord-b25d5ca3160241bb9b281486bf49cbbd
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09067871B2

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