ChemicalBook CAS DataBase List 2-Benzylamino-2-methyl-1-propanol

2-Benzylamino-2-methyl-1-propanol synthesis

11synthesis methods

Product Name:2-Benzylamino-2-methyl-1-propanol
CAS Number:10250-27-8
Molecular formula:C11H17NO
Molecular Weight:179.26

To a solution of 2-amino-2-methylpropan-1-ol (1 g, 11.22 mmol) and benzaldehyde (1.310 g, 12.34 mmol) in DCE (15 mL) at RT was added portionwise sodium triacetoxyborohydride (6.66 g, 31.4 mmol), and the mixture was stirred for 3 h. The mixture was diluted with EtOAc and washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4, filtered, and concentrated. The crude product 2-Benzylamino-2-methyl-1-propanol (1.247 g, 6.96 mmol, 62 % yield) was used without further purification. LCMS (m/z): 180.0 (M+H+). synthesis of 2-Benzylamino-2-methyl-1-propanol

synthesis of 2-Benzylamino-2-methyl-1-propanol

100-52-7 Synthesis

100-52-7
971 suppliers
$17.30/2g

124-68-5 Synthesis

124-68-5
555 suppliers
$4.76/25g

10250-27-8
108 suppliers
$89.00/1g

Yield:10250-27-8 96%

Reaction Conditions:

Stage #1:benzaldehyde;2-Amino-2-methyl-1-propanol in dichloromethane at 20; for 3 h;Molecular sieve;
Stage #2: with methanol;sodium tetrahydroborate at 20; for 1 h;

Steps:

9.a (a) 2-(Benzylamino)-2-methylpropan-1-ol
Benzaldehyde (3.4 mL, 33.7 mmol) was added dropwise to a stirred mixture of 2-amino- 2-methylpropan-1-ol (3.0 g, 33.7 mmol), 5 A molecular sieves (5 g) and CH₂CI₂(30 mL) at rt. The mixture was stirred at rt for 3 h, filtered through a pad of cotton and concentrated. MeOH (20 mL) followed by NaBH₄(1.5 g, 40.4 mmol) was added and the mixture was stirred at rt for 1 h. NH4CI (aq, sat, 10 mL) was added and the mixture was concentrated, treated with NaOH (1 M, 20 mL) and extracted with EtOAc. The combined extracts were dried (Na₂SO₄) and concentrated to give the sub-title compound (5.8 g, 33.3 mmol, 96 %), which was used in the next step without further purification.

References:

ATROGI AB;PELCMAN, Benjamin;BENGTSSON, Tore WO2020/188299, 2020, A1 Location in patent:Page/Page column 59; 60

FullText