4-Chlorobenzaldehyde → HCID 2795077, compound
Reaction equation
Br[CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:11].[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=1.C[O-].[Na+]>CO>[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]2[O:18][C:2]32[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]3=[O:11])=[CH:15][CH:14]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 2-bromo indanone and 5 g. of p-chloro-benzaldehyde in 20 ml of methanol under nitrogen is added at 5° to 10°C a solution of sodium methoxide in methanol (prepared by dissolving 1.15 g. of sodium in 50 ml of methanol). After 2 hours, 3'-(p-chlorophenyl)-spiro[indan-2,2'-oxirane]-1-one precipitates and is filtered off and recrystallized from methanol.
Workup
- custom3'-(p-chlorophenyl)-spiro[indan-2,2'-oxirane]-1-one precipitates
- filtrationis filtered off
- customrecrystallized from methanol
Sources & evidence
- ORD record
- ord-a42c244fee304664a874553c821c5ce4
- Source dataset
- uspto-grants-1976_01
- Patent number
- US03932430
Reaction notes
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