Isopropyl chloroformate → HCID 86587682, compound

HRID 2416236Notes

Reaction equation

HRID 2416236 reaction equation
Br.[Br:2][CH2:3][CH2:4][NH2:5].Cl[C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8].C(N(CC)CC)C>ClCCl>[CH:10]([O:9][C:7](=[O:8])[NH:5][CH2:4][CH2:3][Br:2])([CH3:12])[CH3:11]

Participants

5

Procedure

A mixture of bromoethylamine hydrobromide (5.0 g, 24.4 mmol), isopropyl chloroformate (1.0 M in tetrahydrofuran, 16.3 ml, 16.3 mmol), and anhydrous dichloromethane (100 ml) was treated with triethylamine (4.5 ml, 33 mmol) and stirred at ambient temperature for 18 hr. The mixture was diluted with dichloromethane (200 ml), washed with 1 M hydrochloric acid, 1 M sodium hydroxide, and brine, dried over sodium sulfate and evaporated to give (2-bromo-ethyl)-carbamic acid isopropyl ester clear oil. 1H-NMR δ (CDCl3) 5.01 (1H, br s), 4.92 (m, 1H), 3.58 (m, 2H), 3,48 (m, 2H), 1.25 (m, 6H).

Workup

  1. washwashed with 1 M hydrochloric acid, 1 M sodium hydroxide, and brine
  2. dry with materialdried over sodium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-dbf2b165be1448deade8870052bbf037
Source dataset
uspto-grants-2004_11
Patent number
US06822100B2

Reaction notes

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