Ethyl orthoformate → HCID 12040975, compound

HRID 1837828Notes

Reaction equation

HRID 1837828 reaction equation
[C:1]([NH:9][CH:10]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH:11]([OH:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:24]([O:26][CH:27](OCC)OCC)[CH3:25].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>C1C=CC=CC=1>[C:1]([N:9]1[C@@H:10]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C@H:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[O:17][CH:27]1[O:26][CH2:24][CH3:25])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 31214Ethyl orthoformateHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 15198452HCID 15198452, compound

Product 1

HCID 12040975HCID 12040975, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

[R-(R*,S*)]-β-(Benzoylamino)-α-hydroxybenzenepropanoic acid, ethyl ester (1.16 mmol) is suspended in benzene (10 ml), and triethoxymethane (3.44 mmol) and PPTS (72 mg) are added. Heating to reflux provides the title compound.

Workup

  1. temperatureHeating
  2. temperatureto reflux

Sources & evidence

ORD record
ord-7abdcc34df63413a9b7d6a21a5664f26
Source dataset
uspto-grants-2004_08
Patent number
US06784304B2

Reaction notes

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