HCID 13133989, compound → HCID 13765246, compound

HRID 236386Notes

Reaction equation

HRID 236386 reaction equation
[CH2:1]([O:8][C:9]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:10]=1[C:11]1[CH:12]([CH2:30][O:31][CH3:32])[CH:13]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[NH:14][CH:15](C(O)=O)[C:16]=1[NH:17]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C(C)=CC=CC=1>[CH2:28]([O:27][C:25]([CH:13]1[CH:12]([CH2:30][O:31][CH3:32])[C:11]2[C:10]3[C:18](=[CH:19][CH:20]=[CH:21][C:9]=3[O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[NH:17][C:16]=2[CH2:15][NH:14]1)=[O:26])[CH3:29]

Participants

3

Reactant 1

HCID 13133989HCID 13133989, compound

Product 1

HCID 13765246HCID 13765246, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

10 g of crystalline 5-benzyloxy-3-ethoxycarbonyl-4-methoxymethyl-1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid is heated to boiling for 1 hour in 200 ml of xylene and the xylene is distilled off to dryness in vacuum. (decarboxylation) After crystallization from ethyl acetate, the residue yields 8.83 g of 5-benzyloxy-4-methoxymethyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid ethyl ester with a melting point of 170°-171° C. (98.2% of theory).

Workup

  1. distillationthe xylene is distilled off to dryness in vacuum
  2. custom(decarboxylation) After crystallization from ethyl acetate

Sources & evidence

ORD record
ord-be591c92593c4c0aa8f22a747a29be4f
Source dataset
uspto-grants-1987_02
Patent number
US04644062

Reaction notes

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