Lithium hydroxide, monohydrate → HCID 59180136, compound

HRID 601807Notes

Reaction equation

HRID 601807 reaction equation
[CH3:1][C:2]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([CH3:16])[CH2:3][CH:4]1[C:11]2[CH:10]=[C:9]([C:12]([O:14]C)=[O:13])[NH:8][C:7]=2[CH2:6][CH2:5]1.O.[OH-].[Li+]>>[CH3:16][C:2]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)([CH3:1])[CH2:3][CH:4]1[C:11]2[CH:10]=[C:9]([C:12]([OH:14])=[O:13])[NH:8][C:7]=2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 59180117HCID 59180117, compound

Product 1

HCID 59180136HCID 59180136, compoundYield 2.6%

Procedure

The title compound was synthesized from methyl 4-(2-methyl-2-phenylpropyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.10 g, 0.33 mmol) and lithium hydroxide monohydrate (142 mg, 3.3 mmol) according to General Procedure 7. Silica gel was added, the solvent stripped off and the silica gel-imbedded material was purified by flash chromatography (0-100% EtOAc/Heptane) to give 4-(2-methyl-2-phenylpropyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid (35) as a reddish brown solid (2.4 mg).

Workup

  1. additionSilica gel was added
  2. customthe silica gel-imbedded material was purified by flash chromatography (0-100% EtOAc/Heptane)

Sources & evidence

ORD record
ord-b5f2aa120807472d876e2f4cc41aac12
Source dataset
uspto-grants-2011_03
Patent number
US07902252B2

Reaction notes

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