Triethylamine → HCID 19880372, compound

HRID 1885294Notes

Reaction equation

HRID 1885294 reaction equation
[O:1]1[CH:7](C2C=CC=CC=2CCCCCCCCC2C=CC=CC=2)[CH:2]1[C:3]([O:5][CH3:6])=[O:4].[SH:28][C:29]1[N:33]([CH2:34][C:35]([O:37]CC)=[O:36])[N:32]=[N:31][N:30]=1.C(N(CC)CC)C>CO>[OH:1][CH:2]([CH2:7][S:28][C:29]1[N:33]([CH2:34][C:35]([OH:37])=[O:36])[N:32]=[N:31][N:30]=1)[C:3]([O:5][CH3:6])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15617481HCID 15617481, compoundHCID 178472662HCID 178472662, compound

Product 1

HCID 19880372HCID 19880372, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The methyl 2,3-epoxy-3-[2-(8-phenyloctyl)phenyl]propanoate (0.4 g) of Example 14(a) was dissolved in 5 ml of methanol containing 2% triethylamine under an argon atmosphere. The reaction mixture was cooled using an ice/methanol bath. A solution of 0.205 g of 5-mercapto-1-carbethoxymethyltetrazole and 0.61 ml of triethylamine in 5 ml of methanol containing 2% triethylamine was added. The bath was removed and the reaction was permitted to warm to room temperature. The reaction was concentrated and flash chromatographed on silica with 20% ethyl acetate/hexane as eluant to give the desired product.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customThe bath was removed
  3. concentrationThe reaction was concentrated
  4. customflash chromatographed on silica with 20% ethyl acetate/hexane as eluant

Sources & evidence

ORD record
ord-156c1e67a4cd486d86f88bde69054c4a
Source dataset
uspto-grants-1992_09
Patent number
US05143931

Reaction notes

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