Water → HCID 70162160, compound

HRID 342234Notes

Reaction equation

HRID 342234 reaction equation
[CH:1]1([N:4]([CH3:14])[C:5]([CH:7]2[CH2:9][CH:8]2[C:10](OC)=[O:11])=O)[CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C1COCC1.C(Cl)Cl>[CH:1]1([N:4]([CH2:5][CH:7]2[CH2:9][CH:8]2[CH2:10][OH:11])[CH3:14])[CH2:2][CH2:3]1

Participants

6

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 54557644HCID 54557644, compound

Product 1

HCID 70162160HCID 70162160, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

The crude methyl (1RS,2RS)-2-(cyclopropyl-methylcarbamoyl)-cyclopropanecarboxylate is dissolved in 9 ml of THF and added dropwise to a boiling suspension of 1.4 g of lithium aluminium hydride in 40 ml of THF. The reaction mixture is boiled for a further 24 hrs., then cooled to 0° C. and treated with 9 ml of water, dried, filtered and concentrated. The oil obtained is dissolved in methylene chloride, dried and concentrated to give 4.2 g of (1RS,2RS)-[2-[(cylcopropyl-methyl-amino)-methyl]-cyclopropyl]methanol, MS: m/e 156 (M+H+).

Workup

  1. customdried
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe oil obtained
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-6ff7d30c94c7486b919c9d810cd60340
Source dataset
uspto-grants-1999_01
Patent number
US05856503

Reaction notes

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