Hydrazine hydrate (1:1) → HCID 59104125, compound

HRID 899386Notes

Reaction equation

HRID 899386 reaction equation
[OH:1][C:2]([C@H:5]1[CH2:10][CH2:9][C:8]([CH2:11][N:12]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:7][CH2:6]1)([CH3:4])[CH3:3].O.NN>CO>[NH2:12][CH2:11][C:8]1[CH2:9][CH2:10][C@H:5]([C:2]([OH:1])([CH3:3])[CH3:4])[CH2:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59104142HCID 59104142, compound

Product 1

HCID 59104125HCID 59104125, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 0.62 g (2.1 mmol) (S)-2-[4-(1-hydroxy-1-methyl-ethyl)-cyclohex-1-enyl-methyl]-isoindole-1,3-dione and 20 ml MeOH was cooled to 0° C. Thereafter, 0.2 ml (6 mmol) hydrazine hydrate was added and the resulting mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was then concentrated in vacuo; triturated with CHCl3; filtered and then concentrated to a filtrate yielding 0.31 g (63%) solid product.

Workup

  1. temperatureto warm to room temperature
  2. concentrationThe reaction mixture was then concentrated in vacuo
  3. customtriturated with CHCl3
  4. filtrationfiltered
  5. concentrationconcentrated to a filtrate

Sources & evidence

ORD record
ord-fe25ce60a6be4eabb27a2eeb9bd04dab
Source dataset
uspto-grants-2008_04
Patent number
US07354941B2

Reaction notes

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