1,4-Butanediol → HCID 56929490, compound

HRID 1752637Notes

Reaction equation

HRID 1752637 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([CH2:23][C:24]([OH:26])=[O:25])=[C:9]2[CH3:27])=[CH:4][CH:3]=1.[CH2:28](O)[CH2:29][CH2:30][CH2:31][OH:32]>>[OH:32][CH2:31][CH2:30][CH2:29][CH2:28][O:25][C:24](=[O:26])[CH2:23][C:10]1[CH:11]=[C:12]([C:13]2[CH:14]=[CH:15][C:16]([S:19]([CH3:22])(=[O:20])=[O:21])=[CH:17][CH:18]=2)[N:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[C:9]=1[CH3:27]

Participants

3

Reactant 2

HCID 80641,4-ButanediolHCID 56833630HCID 56833630, compound

Product 1

HCID 56929490HCID 56929490, compoundYield 66%

Procedure

Prepared from 6g and 1,4-butanediol similarly to example 1-II, yield 66%, m.p. 149-151° C., 1H NMR 200 MHz (CDCl3) δ (ppm): 1.57-1.65 (m, 2H), 1.68-1.75 (m, 2H), 2.02 (s, 3H), 2.97 (s, 3H), 3.46 (s, 2H), 3.62 (t, 2H, J=6.0), 4.15 (t, 2H, J=6.3), 6.45 (s, 1H), 7.11-7.15 (m, 6H), 7.60 (d, 2H, J=8.6). MS-ESI: m/z 482 (M+Na+).

Sources & evidence

ORD record
ord-862cdd1565b84b2aa9799545eda458af
Source dataset
uspto-grants-2015_10
Patent number
US09162979B2

Reaction notes

Loading…