Hydrochloric Acid → HCID 24861656, compound

HRID 503656Notes

Reaction equation

HRID 503656 reaction equation
[OH:1][CH:2]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([OH:38])[CH:33]=1)[C:3]([NH:5][NH:6][C:7](=[O:31])[C:8]1[C:13]([O:14]CC2C=CC=CC=2)=[CH:12][C:11]([O:22]CC2C=CC=CC=2)=[CH:10][C:9]=1[Cl:30])=[O:4].Cl>C1COCC1>[OH:1][CH:2]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([OH:38])[CH:33]=1)[C:3]([NH:5][NH:6][C:7](=[O:31])[C:8]1[C:13]([OH:14])=[CH:12][C:11]([OH:22])=[CH:10][C:9]=1[Cl:30])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57857230HCID 57857230, compound

Product 1

HCID 24861656HCID 24861656, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

720 mg of N′-[2-hydroxy-2-(3-hydroxyphenyl)acetyl]-2-chloro-4,6-dibenzyloxybenzohydrazide in 20 ml of THF+0.2 ml of 32% HCl are hydrogenated with the calculated amount of H2 using 360 mg of PdoC. The hydrogenation solution is evaporated and chromatographed on silica gel. The uniform fractions are combined, evaporated and recrystallised from EtOAc. Yield 310 mg (65%) of “A15”, m.p. 230-231°.

Workup

  1. customThe hydrogenation solution is evaporated
  2. customchromatographed on silica gel
  3. customevaporated
  4. customrecrystallised from EtOAc

Sources & evidence

ORD record
ord-e64e2c6f095647f6b5861e9b05bec565
Source dataset
uspto-grants-2010_08
Patent number
US07776920B2

Reaction notes

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