Dichloromethane → HCID 86738925, compound

HRID 2166752Notes

Reaction equation

HRID 2166752 reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].C(Cl)Cl.C(N(CC)CC)C.[C:15](N=[N+]=[N-])([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>O>[C:15]([CH:3]=[CH:2][CH2:1][NH2:4])([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 7853AllylamineHCID 8471TriethylamineHCID 61256Carbonazidic acid, 1,1-dimethylethyl ester

Product 1

HCID 86738925HCID 86738925, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 3.00 ml of allylamine, 30 ml of CH2Cl2, 5.85 ml of triethylamine and 5.81 ml of BOC-azide is prepared at 0° C. and stirred at 25° C. for 16.5 hours while protected from moisture. It is then treated with 2 ml of water for 20 minutes, evaporated, treated with ethyl acetate, extracted successively with water, aqueous pH 2 phosphate buffer, water, aqueous K2HPO4 and brine, dried with MgSO4, filtered and evaporated to afford 5.54 g of product, m.p. 37° C.

Workup

  1. customis prepared at 0° C.
  2. customevaporated
  3. additiontreated with ethyl acetate
  4. extractionextracted successively with water, aqueous pH 2 phosphate buffer, water, aqueous K2HPO4 and brine
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-f17ac09bca184b4d888643ada9e88d8c
Source dataset
uspto-grants-1983_06
Patent number
US04388475

Reaction notes

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