Tetrahydrofuran → HCID 57592489, compound

HRID 1784399Notes

Reaction equation

HRID 1784399 reaction equation
[Si]([O:8][C:9]1[CH:10]=[C:11]([S:15]([C:18]2[CH:35]=[CH:34][C:21]3[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:25][CH2:26][C:20]=3[CH:19]=2)(=[O:17])=[O:16])[CH:12]=[CH:13][CH:14]=1)(C(C)(C)C)(C)C.O1CCCC1>[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C>[OH:8][C:9]1[CH:10]=[C:11]([S:15]([C:18]2[CH:35]=[CH:34][C:21]3[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:31])([CH3:32])[CH3:33])=[O:28])[CH2:25][CH2:26][C:20]=3[CH:19]=2)(=[O:16])=[O:17])[CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 68859793HCID 68859793, compound

Product 1

HCID 57592489HCID 57592489, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 2724141Tetrabutylammonium FluorideSolvent

Procedure

7-(3-t-Butyldimethysilyloxyphenylsulfonyl)-3-(t-butoxycarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (5.4 g, 10.5 mmol) was dissolved in a solution of tetra-n-butylammonium fluoride in tetrahydrofuran (15 mL, 1M, 15 mmol). The solution was stirred for 1 h then diluted with ethyl acetate (100 mL) and washed with saturated aqueous sodium hydrogen carbonate (100 mL), and brine (100 mL), dried (MgSO4), and evaporated.

Workup

  1. washwashed with saturated aqueous sodium hydrogen carbonate (100 mL), and brine (100 mL)
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-01757e51bf184b71beac0e80b6269a70
Source dataset
uspto-grants-2009_03
Patent number
US07504392B2

Reaction notes

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