Water → HCID 15653094, compound

HRID 263376Notes

Reaction equation

HRID 263376 reaction equation
S(Cl)([Cl:3])=O.O.[Cl:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH:12](O)[CH2:11][CH:10]2[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1.[OH-].[Na+]>CCOCC.CN(C=O)C>[Cl:3][CH:12]1[C:13]2[C:9](=[CH:8][C:7]([Cl:6])=[CH:15][CH:14]=2)[CH:10]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH2:11]1

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 19037306HCID 19037306, compound

Product 1

HCID 15653094HCID 15653094, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

Thionylchloride (44 ml) was added dropwise with water-cooling to a solution of 5-chloro-3-(4-fluorophenyl)-2,3-dihydro-1H-inden-1-ol in ether (2L) with a catalytic amount of DMF (0.5 ml). Then the mixture was stirred for 2 hours at room temperature, poured into ice and neutralized with 9N NaOH. The organic phase was separated, dried (MgSO4) and evaporated to give 140 g of crude 1,5-dichloro-3-(4-fluorophenyl)-2,3-dihydro-1H-inden.

Workup

  1. customThe organic phase was separated
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-743792ceed5c4c4ea3c47955251be809
Source dataset
uspto-grants-1997_07
Patent number
US05643784

Reaction notes

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