Formaldehyde → HCID 13653070, compound

HRID 1732132Notes

Reaction equation

HRID 1732132 reaction equation
[ClH:1].[CH3:2][O:3][C:4](=[O:18])[C@H:5]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([F:17])[CH:15]=2)[NH:10][CH:9]=1)[NH2:6].C=O.[CH3:21]COCC>CO>[ClH:1].[F:17][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9]1[CH2:21][NH:6][C@H:5]([C:4]([O:3][CH3:2])=[O:18])[CH2:7][C:8]2=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 3283Diethyl EtherHCID 13653066HCID 13653066, compound

Product 1

HCID 13653070HCID 13653070, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.93 g of 5-fluoro-L-tryptophan methyl ester hydrochloride is dissolved in 14 ml of methanol. 0.52 g of 35% formalin is added thereto and the mixture is stirred at room temperature for 20 hours. Ether is added to the mixture and crystalline precipitates are collected by filtration, washed with ether and dried, whereby 0.66 g of methyl (3S)-6-fluoro-1,2,3,4-tetrahydro-β-carboline-3-carboxylate hydrochloride are obtained as colorless needles. Yield: 68%

Workup

  1. customcrystalline precipitates
  2. filtrationare collected by filtration
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-baee8512f868489e9f7df324a8eaa9ca
Source dataset
uspto-grants-1986_11
Patent number
US04625032

Reaction notes

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