Methyl Ethyl Ketone → HCID 71272037, compound

HRID 1523714Notes

Reaction equation

HRID 1523714 reaction equation
[CH2:1]([NH:8][CH2:9][CH2:10][C@H:11]1CO1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:14]([C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][C:24]2=[O:29])=[CH:19][CH:18]=1)=[C:15]=[O:16].[Br-].[Li+].CC(=[O:36])CC>>[O:16]=[C:15]1[N:14]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][C:24]3=[O:29])=[CH:19][CH:18]=2)[CH2:11][C@H:10]([CH2:9][NH:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[O:36]1

Participants

5

Reactant 4

HCID 6569Methyl Ethyl KetoneHCID 82050Lithium BromideHCID 533414214-(4-Isocyanatophenyl)morpholin-3-oneHCID 117844829HCID 117844829, compound

Product 1

HCID 71272037HCID 71272037, compoundYield 89.21%

Procedure

(S)—N-benzyl-1-(oxiran-2-ylmethyl)methylamine (3.10 g, 19.06 mmol, 1.1 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in butanone (70 mL) respectively, and heated to reflux. Then lithium bromide (0.15 g, 1.74 mmol) was added, the mixture was reacted for 4 h, white solid was obtained by filtration (5.88 g, yield: 89.21%).

Workup

  1. temperatureheated to reflux
  2. customthe mixture was reacted for 4 h
  3. customwhite solid was obtained by filtration (5.88 g, yield: 89.21%)

Sources & evidence

ORD record
ord-55800869e2454d47b9416e630d4f045d
Source dataset
uspto-grants-2015_07
Patent number
US09079892B2

Reaction notes

Loading…