Acetic Anhydride → HCID 68646139, compound

HRID 1160078Notes

Reaction equation

HRID 1160078 reaction equation
[CH3:1][C:2](OC(C)=O)=[O:3].CCN(CC)CC.Cl.[NH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]1[C:26]2[B:27]([OH:34])[O:28][CH:29]([CH2:30][N+:31]([O-:33])=[O:32])[C:25]=2[CH:24]=[CH:23][CH:22]=1>C(Cl)Cl>[OH:34][B:27]1[C:26]2[C:21]([O:20][CH2:19][CH2:18][CH2:17][NH:16][C:2](=[O:3])[CH3:1])=[CH:22][CH:23]=[CH:24][C:25]=2[CH:29]([CH2:30][N+:31]([O-:33])=[O:32])[O:28]1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 68646043HCID 68646043, compound

Product 1

HCID 68646139HCID 68646139, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ac2O (1.16 mL, 12.3 mmol) was added slowly to a solution of Et3N (2.33 mL, 16.5 mmol) and 7-(3-amino-propoxy)-3-nitromethyl-3H-benzo[c][1,2]oxaborol-1-ol hydrochloride (1.69 g, 76.5 mmol) in CH2Cl2 (50 mL) at 0° C. (bath temp). The reaction mixture was stirred at rt for 1 h and then quenched with H2O (50 mL). The mixture was extracted with CH2Cl2 and the organic fraction was dried (MgSO4) and concentrated in vacuo to give the title compound as a viscous liquid: yield 1.29 g (75%).

Workup

  1. customquenched with H2O (50 mL)
  2. extractionThe mixture was extracted with CH2Cl2
  3. dry with materialthe organic fraction was dried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7b4d4da19bef440186c49d00c33413cb
Source dataset
uspto-grants-2010_10
Patent number
US07816344B2

Reaction notes

Loading…