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

7-Benzyloxy-3-(4-chlorophenyl)-2-isopropyl-8-methoxy-chromen-4-one → 3-(4-Chlorophenyl)-7-hydroxy-2-isopropyl-8-methoxy-chromen-4-one

HRID 14466
Notes
Print preview

Reaction equation

HRID 14466 reaction equation
C([O:8][C:9]1[C:18]([O:19][CH3:20])=[C:17]2[C:12]([C:13](=[O:31])[C:14]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)=[C:15]([CH:21]([CH3:23])[CH3:22])[O:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>O1CCCC1.C(O)C.Cl.[Pd].[C]>[Cl:30][C:27]1[CH:26]=[CH:25][C:24]([C:14]2[C:13](=[O:31])[C:12]3[C:17](=[C:18]([O:19][CH3:20])[C:9]([OH:8])=[CH:10][CH:11]=3)[O:16][C:15]=2[CH:21]([CH3:23])[CH3:22])=[CH:29][CH:28]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 1

HCID 687032587-Benzyloxy-3-(4-chlorophenyl)-2-isopropyl-8-methoxy-chromen-4-one

Product 1

HCID 116026403-(4-Chlorophenyl)-7-hydroxy-2-isopropyl-8-methoxy-chromen-4-one

Reagents, catalysts & solvents 4

HCID 178418390HCID 178418390, compoundCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent
HCID 8028
Tetrahydrofuran
Solvent

Procedure

A suspension of 7-benzyloxy-3-(4-chlorophenyl)-2-isopropyl-8-methoxy-chromen-4-one (2.68 g, 6.16 mmol) and Pd/carbon (20%, 268 mg) in tetrahydrofuran (30 ml), absolute ethanol (30 ml) and 5M HCl solution (15 ml) is stirred under a balloon of H2 at room temperature for 3 h. The reaction mixture is filtered through a pad of Celite filter aid, which is itself washed with tetrahydrofuran. The solvent is removed under reduced pressure to afford the desired product, which is used without further purification.

Workup

  1. filtrationThe reaction mixture is filtered through a pad of Celite
  2. filtrationfilter aid, which
  3. washwashed with tetrahydrofuran
  4. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-f6ceb956a24d4e769e39b92cd6f2fd8c
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07732435B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes