Hydrochloric Acid → Phenyl-t-butylnitrosoamine

HRID 1272561Notes

Reaction equation

HRID 1272561 reaction equation
[C:1]1([NH:7][C:8]([CH3:11])([CH3:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[N:13]([O-])=[O:14].[Na+]>O>[C:1]1([N:7]([C:8]([CH3:11])([CH3:10])[CH3:9])[N:13]=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 254260N-(1,1-Dimethylethyl)benzenamineHCID 23668193Sodium Nitrite

Product 1

HCID 3336608Phenyl-t-butylnitrosoamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Phenyl-t-butylamine (6 g, 0.04 mol) was treated with conc.HCl (5 ml) and a solution of NaNO2(6.4 g, 2.4 eq.) in 20 ml of water was added slowly. The resulting mixture was stirred for 2 hr at r.t. to produce an oily layer which was extracted with EtOAc, washed with brine, and dried over Na2SO4.Yield 6 g (85%). This nitrosoamine was used for the next step without further purification.

Workup

  1. customto produce an oily layer which
  2. extractionwas extracted with EtOAc
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. customThis nitrosoamine was used for the next step without further purification

Sources & evidence

ORD record
ord-d505971c308c41359291cb7a0f443ea1
Source dataset
uspto-grants-2007_04
Patent number
US07208517B1

Reaction notes

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