Lithium hydroxide, monohydrate → HCID 178521041, compound

HRID 2361669Notes

Reaction equation

HRID 2361669 reaction equation
C([O:4][C@H:5]1[CH2:8][C@H:7]([C:9]([N:11]2[CH2:17][CH2:16][CH2:15][N:14]([CH:18]3[CH2:21][CH2:20][CH2:19]3)[CH2:13][CH2:12]2)=[O:10])[CH2:6]1)(=O)C.C1COCC1.O.O[Li].O>O>[CH:18]1([N:14]2[CH2:15][CH2:16][CH2:17][N:11]([C:9]([C@H:7]3[CH2:8][C@H:5]([OH:4])[CH2:6]3)=[O:10])[CH2:12][CH2:13]2)[CH2:21][CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 168937Lithium hydroxide, monohydrateHCID 21881883Oxolane--water (1/1)HCID 178476607HCID 178476607, compound

Product 1

HCID 178521041HCID 178521041, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution trans-3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]cyclobutyl acetate (50 mg, 0.17 mmol) in 5:1 THF/H2O (93 ml) at RT was added LiOH.H2O (8.5 mg, 0.2 mmol). The mixture was stirred at RT overnight, diluted with H2O and extracted with DCM. The organic layer was then dried (Na2SO4), filtered and concentrated at reduced pressure to yield the title compound as pale yellow oil (40 mg, 93%).

Workup

  1. extractionextracted with DCM
  2. dry with materialThe organic layer was then dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated at reduced pressure

Sources & evidence

ORD record
ord-8ddbdcf6f091488f9a108e18a1ac6a10
Source dataset
uspto-grants-2014_04
Patent number
US08691804B2

Reaction notes

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