Ammonium Chloride → HCID 68838918, 화합물

HRID 660705

반응식

HRID 660705 반응식
[C:1]1([C:7](=[O:16])[CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].C[Si]([N-][Si](C)(C)C)(C)C.[CH2:27]([O:34][C:35]1[CH:40]=[C:39]([CH2:41]Br)[CH:38]=[CH:37][C:36]=1[N+:43]([O-:45])=[O:44])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.[Cl-].[NH4+]>C1COCC1.CCOC(C)=O>[CH2:9]([CH:8]([CH2:41][C:39]1[CH:38]=[CH:37][C:36]([N+:43]([O-:45])=[O:44])=[C:35]([O:34][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:40]=1)[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:16])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

참가 물질

7

반응물 4

HCID 25517Ammonium ChlorideHCID 64802DihydrochalconeHCID 2733832Lithium HexamethyldisilazideHCID 621150422-Benzyloxy-4-bromomethyl-1-nitrobenzene

생성물 1

HCID 68838918HCID 68838918, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
-78 °C

실험 절차

To a solution of 1,3 diphenylpropan-1-one (231 mg, 1.1 mmol) in THF (2.5 mL) at −78° C. is added dropwise LiHMDS (1M in THF, 1.3 mL), over a period of 15 min. The mixture is stirred at −78° C. for 30 min then a solution of 2-benzyloxy-4-bromomethyl-1-nitrobenzene (321 mg, 1 mmol) in THF (2.5 mL) is added over a period of 15 min. The mixture is stirred at −78° C. for 15 min, then allowed to slowly warm to RT and stirred there for 45 min. The mixture is diluted with EtOAc, cooled to −25° C. and a solution of saturated ammonium chloride is added dropwise. The organic phase is washed with saturated ammonium chloride and brine, dried over MgSO4, filtered and concentrated to afford crude product which is purified using flash chromatography to give the title compound as a gum.

후처리

  1. stirringThe mixture is stirred at −78° C. for 15 min
  2. temperatureto slowly warm to RT
  3. stirringstirred there for 45 min
  4. temperaturecooled to −25° C.
  5. washThe organic phase is washed with saturated ammonium chloride and brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customto afford crude product which
  10. customis purified

출처 및 근거

ORD 기록
ord-e10ddec916b449c189cda98ce9fb9451
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

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