Potassium Hydroxide → HCID 66841564, compound

HRID 2267787Notes

Reaction equation

HRID 2267787 reaction equation
CC[O:3][C:4]([C:6]1[N:7](C(OC(C)(C)C)=O)[C:8]2[C:13]([CH:14]=1)=[C:12]([O:15][CH2:16][C:17]1[C:21]3[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:20]=3[O:19][CH:18]=1)[CH:11]=[CH:10][CH:9]=2)=[O:5].[OH-].[K+]>C1COCC1.O.C(O)C>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]2[O:19][CH:18]=[C:17]([CH2:16][O:15][C:12]3[CH:11]=[CH:10][CH:9]=[C:8]4[C:13]=3[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]4)[C:21]=2[CH:22]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 66841610HCID 66841610, compound

Product 1

HCID 66841564HCID 66841564, compound

Reagents, catalysts & solvents 1

HCID 18504229Ethanol tetrahydrofuran waterSolvent

Conditions

Temperature
85 °C

Procedure

101 (7.7 g, 16.3 mmol) is dissolved in 15 ml of a 1:1:1 mixture of THF/water/ethanol and after addition of KOH pellets (5.4 g, 81.9 mmol) the mixture is stirred for 2 h at 85° C. Then the organic phase is evaporated under reduced pressure. The residue is dissolved in ethyl acetate, acidified with 2M HCl and filtered off. The crude product is purified by crystallisation from ethyl acetate.

Workup

  1. customThen the organic phase is evaporated under reduced pressure
  2. dissolutionThe residue is dissolved in ethyl acetate
  3. filtrationfiltered off
  4. customThe crude product is purified by crystallisation from ethyl acetate

Sources & evidence

ORD record
ord-7ccdf989a66f47e682668ac5761dcad8
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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