Hydrochloric Acid → HCID 20144464, compound

HRID 649015Notes

Reaction equation

HRID 649015 reaction equation
[CH3:1][S:2][C:3]1[S:7][C:6]2[C:8]([CH2:12][NH:13][CH3:14])=[CH:9][CH:10]=[CH:11][C:5]=2[C:4]=1Br.CCOCC.C([Li])CCC.Cl>CCCCCC>[CH3:1][S:2][C:3]1[S:7][C:6]2[C:8]([CH2:12][NH:13][CH3:14])=[CH:9][CH:10]=[CH:11][C:5]=2[CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 20144475HCID 20144475, compoundHCID 178418339Butyllithium

Product 1

HCID 20144464HCID 20144464, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To a solution of 0.3 g of N-(2-methylthio-3-bromo-7-benzo[b]thienylmethyl)methylamine in abs. ether are added dropwise under inert gas at -70°, 1.4 ml of a 15% solution of n-butyllithium in n-hexane and stirring continued at -70° for half an hour. The mixture is then poured into ice-cooled 2N HCl, shaken and the acidic phase separated, made alkaline with NaOH and extracted with ether. The ether phase is dried, concentrated in vacuum and the resulting oil directly further reacted.

Workup

  1. waitcontinued at -70° for half an hour
  2. additionThe mixture is then poured into ice-
  3. customthe acidic phase separated
  4. extractionextracted with ether
  5. dry with materialThe ether phase is dried
  6. concentrationconcentrated in vacuum
  7. customthe resulting oil directly further reacted

Sources & evidence

ORD record
ord-e125f68d160b4616b4b42e3a74c2b62a
Source dataset
uspto-grants-1988_04
Patent number
US04737516

Reaction notes

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