Methane → HCID 86738095, compound

HRID 1155102Notes

Reaction equation

HRID 1155102 reaction equation
[C:1]([NH:4][C@H:5]([C:16]([OH:18])=[O:17])[CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)(=[O:3])[CH3:2].[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.C>C(O)C>[C:1]([NH:4][C@H:5]([C:16]([OH:18])=[O:17])[CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)(=[O:3])[CH3:2].[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1

Participants

5

Reactant 3

HCID 297MethaneHCID 8083MorpholineHCID 700653N-Acetyl-L-tryptophan

Product 1

HCID 86738095HCID 86738095, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 12.3 g (0.054 M) of N-acetyl tryptophan (DL), 4.5 g (0.052 M) morpholine, 75 g absolute ethyl alcohol and 1 g carbon black was refluxed under agitation for 2 hours. It was filtered while hot and concentrated in vacuo to half the volume, after which 200 g of dry acetone was poured in, with agitation. The crystals which were white, were centrifuged and dried, yielding 16 g of morpholine N-acetyl tryptophanate (DL; m.p. 200° C.). The product can be determined with perchloric acid in an acetic medium. The purity was found to be between 99 and 100%.

Workup

  1. temperaturewas refluxed under agitation for 2 hours
  2. filtrationIt was filtered while hot and
  3. concentrationconcentrated in vacuo to half the volume
  4. additionafter which 200 g of dry acetone was poured in, with agitation
  5. customdried

Sources & evidence

ORD record
ord-1841c95f492b43bfa5cbcf9b94020c47
Source dataset
uspto-grants-1981_11
Patent number
US04299838

Reaction notes

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