Potassium Hydroxide → HCID 54219954, compound

HRID 845506Notes

Reaction equation

HRID 845506 reaction equation
C([C:8]1[NH:9][C:10]2[C:15]([C:16]=1[CH:17]=[CH:18][CH:19]=[CH:20][C:21]([O:23]CC)=[O:22])=[CH:14][C:13]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[CH:12][CH:11]=2)C1C=CC=CC=1.[OH-].[K+]>C(O)C.O>[CH2:16]([N:9]1[C:10]2[C:15](=[CH:14][C:13]([O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:12][CH:11]=2)[C:16]([CH:17]=[CH:18][CH:19]=[CH:20][C:21]([OH:23])=[O:22])=[CH:8]1)[C:15]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 54035361HCID 54035361, compound

Product 1

HCID 54219954HCID 54219954, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

In a manner similar to Example 2, 1 g (2.4 mmol) of ethyl 5-(benzyl-5-benzyloxyindol-3-yl)-2,4-pentadienoate was treated with 0.5 g (8.6 mmol) of potassium hydroxide in ethanol-water to give, after powders, m.p. 202-203. MS(EI): 365 (M+--CO2), 274 (M+--CO2 --CH2C6H5); NMR (DMSO-d6): δ5.14 (s, 2), δ5.36 (s, 2), δ5.89 (d, J=15 Hz, 1).

Workup

  1. customto give

Sources & evidence

ORD record
ord-d384148d42ac4324b66ca70155de1098
Source dataset
uspto-grants-1988_07
Patent number
US04758586

Reaction notes

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