Hydrochloric Acid → 1-hydroxy-1,3-dihydro-2,1-benzoxaborole-3-carbonitrile
Reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[B:9]([OH:11])[OH:10])=O.[C-:12]#[N:13].[Na+].Cl>O>[C:12]([CH:1]1[C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[B:9]([OH:10])[O:11]1)#[N:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
2-formyl phenyl boronic acid (1.0 parts, 0.007M) was added to an aqueous solution of sodium cyanide (0.35 parts) in water (20 ml) at 20° C. with stirring. After 15 mins the reactants were cooled to 5° C. and carefully neutralised to pH 5 with concentrated hydrochloric acid. The resultant white precipitate was filtered and recrystallised from water (25,ml). The product was dried over calcium chloride. Yield=0.29 parts (26% theory) mp=114°-5° C.
Workup
- filtrationThe resultant white precipitate was filtered
- customrecrystallised from water (25,ml)
- dry with materialThe product was dried over calcium chloride
- customYield=0.29 parts (26% theory) mp=114°-5° C.
Sources & evidence
- ORD record
- ord-71e3154cfa3546959a9e6b1c1a33dfb8
- Source dataset
- uspto-grants-1999_03
- Patent number
- US05880188
Reaction notes
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