Phosphorus oxychloride → HCID 70488148, compound

HRID 463711Notes

Reaction equation

HRID 463711 reaction equation
[CH2:1]([O:3][C:4](=[O:31])[CH:5]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=1)[CH2:6][NH:7][C:8]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=1)=O)[CH3:2].P(Cl)(Cl)([Cl:34])=O>C(#N)C>[CH2:1]([O:3][C:4]([CH:5]1[C:21]2[C:26](=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=2)[C:8]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=2)=[N:7][CH2:6]1)=[O:31])[CH3:2].[ClH:34]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135605252-(3,4-Dimethoxyphenyl)-3-{{[(3,4-dimethoxyphenyl)methyl]carbonyl}amino}propanoic acid ethyl ester

Product 1

HCID 70488148HCID 70488148, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 430 g (1.0 mole) of 2-(3,4-dimethoxyphenyl)-3-{{[(3,4-dimethoxyphenyl)methyl]carbonyl}amino}propanoic acid ethyl ester, 4300 ml of acetonitrile and 430 g of phosphorus oxychloride was refluxed for 1 hour and evaporated in vacuo. Crystallization of the residue from ethanol provided 399 g of the hydrochloride 3,4-dihydro-6,7-dimethoxy-1-[(3,4-dimethoxyphenyl)methyl]-4-isoquinoline carboxylic acid ethyl ester as a yellow solid, mp 213°-214° dec.

Workup

  1. temperaturewas refluxed for 1 hour
  2. customevaporated in vacuo
  3. customCrystallization of the residue from ethanol

Sources & evidence

ORD record
ord-1e0117e1624d4e61af503e31e8e48727
Source dataset
uspto-grants-1985_10
Patent number
US04544657

Reaction notes

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