Sodium borohydride → HCID 69507792, compound
Reaction equation
[CH3:1][N:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][S:12][CH3:13])[CH:5]=1.[BH4-].[Na+]>CCO>[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][S:12][CH3:13])[CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Compound from step 2 (3.546 g, 18.16 mmol) was dissolved in EtOH (50 mL) and cooled to 0° C. NaBH4 (859 mg, 22.70 mmol) was added and the mixture was allowed to stir for 4 h. The reaction was carefully quenched with water. The EtOH was removed in vacuo. The aqueous residue was extracted with CH2Cl2. The organic extracts were dried over Na2SO4 and concentrated in vacuo to give 2.044 g (57%) of a clear yellow oil.
Workup
- customThe reaction was carefully quenched with water
- customThe EtOH was removed in vacuo
- extractionThe aqueous residue was extracted with CH2Cl2
- dry with materialThe organic extracts were dried over Na2SO4
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-6f44ce3d52c6454cadab13845d9096b1
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07244738B2
Reaction notes
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