52
4 Experimental Data
3H
6,9
), 3.25–3.14 (m, 1H
6
), 2.96–2.87 (m, 1H
13
), 2.85–2.74 (m, 1H
13
), 2.38–2.26
(m, 1H
3
), 2.23–2.13 (m, 1H
3
), 1.94–1.68 (m, 4H
7,8
), ppm;
13
C NMR (100 MHz,
CDCl3): δ = 168.1 (C
2
), 162.8 (C
21
), 142.2 (C
26
), 140.5 (C
14
), 128.7 (2CH
Ar
), 128.7
(2CH
Ar
), 126.5 (CH
17
), 126.2 (2CH
Ar
), 115.0 (2CH
Ar
), 77.8 (CH
1
), 46.8 (CH2
6
),
46.0 (CH2
7
), 33.3 (CH2
Alk
), 31.7 (CH2
Alk
), 26.6 (CH2
Alk
), 23.5 (CH2
Alk
) ppm; IR
(neat):
= 3082, 3027, 2956, 2878, 1652, 1590, 1512, 1494, 1441, 1338, 1256,
1110, 845, 751, 655 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C20H22N2O4Na) 377.1472, found 377.1475.
2.2n 2-(Benzyloxy)-N,N-dimethyl-4-phenylbutanamide
The product was prepared according to general procedure C. Purification by column chromatography on silica gel (EtOAc:heptane = 1:3) yielded the product
(44.0 mg, 74%) as a pale yellow liquid.
1
H NMR (400 MHz, CDCl3): δ = 7.40–7.11 (m, 10H
Ar
), 6.87 (d, J = 9.3 Hz,
2H
24,28
), 4.63 (d, J = 11.6 Hz, 1H
21
), 4.35 (d, J = 11.6 Hz, 1H
21
), 4.16 (dd, J = 9.1,
4.2 Hz, 1H
1
), 2.94 (s, 3H
6
), 2.92 (s, 3H
9
), 2.89–2.81 (m, 1H
13
), 2.74–2.65 (m,
1H
13
), 2.20–2.09 (m, 1H
3
), 2.02–1.92 (m, 1H
3
) ppm;
13
C NMR (100 MHz,
CDCl3): δ = 171.7 (C
2
), 141.5 (C
Ar
), 137.9 (C
Ar
), 128.7 (2CH
Ar
), 128.6 (2CH
Ar
),
128.5 (2CH
Ar
), 128.3 (2CH
Ar
), 128.0 (2CH
Ar
), 126.1 (2CH
Ar
), 77.5 (CH
1
), 71.5
(CH2
21
), 36.52 (CH3
6
), 36.2 (CH3
9
), 33.9 (CH2
Alk
), 31.9 (CH2
Alk
) ppm; IR (neat):
= 3060, 3026, 2925, 2861, 1639, 1494, 1452, 1397, 1343, 1257, 1097, 981,
734, 697 cm
-1
; HRMS (ESI): m/z calculated for [M+Na]
+
(C19H23NO2Na)
320.1621, found 320.1621.