HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Dichloromethane → HCID 66834653, compound

HRID 2275288
Notes
Print preview

Reaction equation

HRID 2275288 reaction equation
C(Cl)Cl.C[O:5][C:6]1[CH:7]=[CH:8][C:9]2[C:21](=[O:22])[C:20]3[C:19]4[CH:18]=[CH:17][N:16]=[CH:15][C:14]=4[O:13][C:12]=3[C:11]([CH3:24])([CH3:23])[C:10]=2[CH:25]=1.B(Br)(Br)Br.C(=O)(O)[O-].[Na+]>O>[OH:5][C:6]1[CH:7]=[CH:8][C:9]2[C:21](=[O:22])[C:20]3[C:19]4[CH:18]=[CH:17][N:16]=[CH:15][C:14]=4[O:13][C:12]=3[C:11]([CH3:23])([CH3:24])[C:10]=2[CH:25]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6344Dichloromethane2×HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 668347578-Methoxy-10,10-dimethyl-10H-11-oxa-2-aza-benzo[b]fluoren-5-one

Product 1

HCID 66834653HCID 66834653, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 962
Water
Solvent

Procedure

DCM (0.34 ml) solution of 8-methoxy-10,10-dimethyl-10H-11-oxa-2-aza-benzo[b]fluoren-5-one (Compound GT15-11, 10 mg) was cooled to −78° C., added with the DCM solution (0.17 ml) of 1.0 M BBr3, and the mixture was stirred at room temperature overnight. To the reaction mixture, water and saturated aqueous solution of sodium bicarbonate were added, and the solid produced therefrom was filtered off. The filtrate was extracted with the mixture solution of DCM and MeOH (DCM:MeOH=9:1). The organic layer was washed with saturated brine. The filtered solid and the residues obtained after concentration under reduced pressure were combined to obtain the title compound (9.5 mg, 99%).

Workup

  1. customthe solid produced
  2. filtrationtherefrom was filtered off
  3. extractionThe filtrate was extracted with the mixture solution of DCM and MeOH (DCM:MeOH=9:1)
  4. washThe organic layer was washed with saturated brine
  5. customThe filtered solid and the residues obtained
  6. concentrationafter concentration under reduced pressure

Sources & evidence

ORD record
ord-3ff5a52da46d4e5ca23e95befafb383d
Source dataset
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09126931B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes