Ammonia → HCID 19378144, compound

HRID 2211015Notes

Reaction equation

HRID 2211015 reaction equation
COC1C=CC(C[S:8][CH2:9][CH:10]2[CH2:15][CH:14]([CH2:16][S:17]CC3C=CC(OC)=CC=3)[O:13][C:11]2=[O:12])=CC=1.N>CO.C1COCC1>[SH:8][CH2:9][CH:10]1[CH2:15][CH:14]([CH2:16][SH:17])[O:13][C:11]1=[O:12]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 19378167HCID 19378167, compound

Product 1

HCID 19378144HCID 19378144, compoundYield 230.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Into a solution of 2,4-bis(4-methoxybenzylthiomethyl)-4-butanolide (mixture of cis and trans forms, 2.40 g) in a mixture of methanol (30 ml) and THF (10 ml), ammonia gas was bubbled for 30 minutes under ice-cooling. The mixture was stirred overnight at room temperature and concentrated in vacuo. The oily residue was purified by silica gel column chromatography to give 2.36 g (94%) of the following compound.

Workup

  1. customwas bubbled for 30 minutes under ice-
  2. temperaturecooling
  3. concentrationconcentrated in vacuo
  4. customThe oily residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-b4a0f55d20e74245af7cf478a1c72dd9
Source dataset
uspto-grants-1995_10
Patent number
US05461158

Reaction notes

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