反応 #450310

反応方程式

2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(R)-phenylmorpholine

methyl 6-bromohexanoate

K2CO3

→

product

収率 65.0%

2-(S)-(3,5-Bis(trifluoromethyl)benzyloxy)-4-(methoxycarbonylpentyl)-3-(R)-phenylmorpholine

収率 65.0%

溶媒

DMF

EtOAc

反応条件

後処理

1. 1
   その他reaction
2. 2
   温度The bath temperature was raised to 100° C
3. 3
   温度After 3 h the reaction mixture was cooled
4. 4
   洗浄The EtOAc solution was washed with water (2×), brine
5. 5
   乾燥dried over Na2SO4
6. 6
   濃縮The filtrate was concentrated
7. 7
   その他the residue was chromatographed

実験手順

To a solution of 0.259 g (0.64 mmol) of 2-(S)-(3,5-bis(trifluoromethyl)benzyloxy)-3-(R)-phenylmorpholine (from example 33) in 2 mL of DMF were added 0.16 g (0.77 mmol) of methyl 6-bromohexanoate, 0.155 g (1.12 mmol) of K2CO3 and 2 crystals of nBu4NI. The resulting solution was heated in a 60° C. bath for 36 h, at which time a tlc indicated incomplete reaction. The bath temperature was raised to 100° C. After 3 h the reaction mixture was cooled and diluted with EtOAc. The EtOAc solution was washed with water (2×), brine and dried over Na2SO4. The filtrate was concentrated and the residue was chromatographed using 30% EtOAc/hexane to isolate 220 mg (65%) of the product.

出典