Hydrochloric Acid → HCID 13647226, compound

HRID 649006Notes

Reaction equation

HRID 649006 reaction equation
Cl[C:2]1[S:6][C:5]2[C:7]([CH3:11])=[CH:8][CH:9]=[CH:10][C:4]=2[C:3]=1[Cl:12].C([Li])CCC.Cl>CCOCC.CCCCCC>[Cl:12][C:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:5]=2[S:6][CH:2]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 13576468HCID 13576468, compoundHCID 178418339Butyllithium

Product 1

HCID 13647226HCID 13647226, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

10 g of 2,3-Dichloro-7-methylbenzo[b]thiophene are dissolved in 200 ml ether and 28.8 ml of a 1.6M solution of butyllithium in hexane added dropwise at 0°. After one hour the mixture is poured into dilute aqueous HCl, the organic phase separated, washed, dried and concentrated on a rotary evaporator. The raw title product thus obtained is reacted directed further (B.p.=60°-62°/0.13 Pascal. 3-Chloro-4-methylbenzo[b]thiophene may be prepared analogously.

Workup

  1. customthe organic phase separated
  2. washwashed
  3. customdried
  4. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-21c0bf4ec3674018b65b941be475d9e1
Source dataset
uspto-grants-1988_04
Patent number
US04737516

Reaction notes

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