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ChemicalBook CAS DataBase List 1-(DIPHENYLMETHYL)-3-METHOXYAZETIDINE
36476-82-1

1-(DIPHENYLMETHYL)-3-METHOXYAZETIDINE synthesis

7synthesis methods
-

Yield:36476-82-1 92%

Reaction Conditions:

with sodium hydride in DMF (N,N-dimethyl-formamide) at 0 - 20; for 2 h;

Steps:

78a Example 78(a): 1-Benzhydryl-3-methoxy-azetidine

To an ice cold [SOLUTION OF 1-BENZHYDRYLAZETIDIN-3-OL 9A] (1.0 g, 4.2 mmole) in DMF (10 ml) was added 60% dispersion NaH in mineral oil (0.25 g, 6.3 mmole). After 30min at [0°C,] [5ML] more DMF was added along with methyl iodide (0.39 [ML,] 6.3 [MMOLE).] The ice bath was removed, and the reaction was stirred at room temperature (rt). After 1.5hr, the reaction was poured into brine and extracted with Et2O (2x). The combined organic layers were washed with brine, dried [(MGS04)] and concentrated under reduced pressure. The residue was flash chromatographed on silica gel eluting Hexanes/EtOAc (1: 1) to give 919mg (92%) of a colorless oil which crystallized on [STANDING.'H NMR (DMSO-D6) S 7.] 42 (4H, d, [J = 7. 3 HZ),] 7.27 (4H, t, [J=7. 3HZ),] 7.13 (2H, t, [J=7. 3HZ),] 4.39 [(1H,] s), 3.95 [(1H,] p, [J=5. 8HZ),] 3.35 (2H, t, J = 6. 3 Hz), 3.11 (3H, s), 2.75 (2H, t, [J = 5. 6 HZ).]

References:

WO2003/106462,2003,A1 Location in patent:Page 113; 114

1-(DIPHENYLMETHYL)-3-METHOXYAZETIDINE Related Search:

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