Iodine → HCID 66851591, compound

HRID 538768Notes

Reaction equation

HRID 538768 reaction equation
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=O.[NH2:8][CH2:9][C:10]([CH3:13])([OH:12])[CH3:11].[S-:14][C:15]#[N:16].[K+].II>C(#N)C>[C:2]([C:3]1[S:14][C:15](=[NH:16])[N:8]([CH2:9][C:10]([CH3:13])([OH:12])[CH3:11])[CH:4]=1)([CH3:7])([CH3:6])[CH3:1]

Participants

6

Reactant 4

HCID 807IodineHCID 763353,3-DimethylbutanalHCID 951022-Propanol, 1-amino-2-methyl-HCID 516872Potassium thiocyanate

Product 1

HCID 66851591HCID 66851591, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 3,3-dimethylbutanal (7.7 mL, 62 mmol), 1-amino-2-methylpropan-2-ol (5.0 g, 56 mmol), 4 Å molecular sieves (5 g, 8-12 mesh beads), potassium thiocyanate (7.3 g, 75 mmol) and iodine (14 g, 56 mmol) in acetonitrile (100 mL) were processed as described in Example 18A to provide the title compound (12 g, 53 mmol, 94% yield). MS (DCI/NH3) m/z 229 (M+H)+.

Sources & evidence

ORD record
ord-87aec084992547268fd53cca564d3a88
Source dataset
uspto-grants-2014_10
Patent number
US08865753B2

Reaction notes

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