Hydrogen Bromide → HCID 54251945, compound

HRID 1680146Notes

Reaction equation

HRID 1680146 reaction equation
[CH3:1][C:2](=[CH:14][CH:15]=[CH:16][C:17]([CH3:21])(O)[CH:18]=[CH2:19])[C:3]#[C:4][C:5]1[C:10]([CH3:12])([CH3:11])[CH2:9][CH2:8][CH2:7][C:6]=1[CH3:13].[BrH:22].O>CCOCC>[CH3:1][C:2](=[CH:14][CH:15]=[CH:16][C:17]([CH3:21])=[CH:18][CH2:19][Br:22])[C:3]#[C:4][C:5]1[C:10]([CH3:12])([CH3:11])[CH2:9][CH2:8][CH2:7][C:6]=1[CH3:13]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 54004146HCID 54004146, compound

Product 1

HCID 54251945HCID 54251945, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

2.84 g of the alcohol III prepared as described in Example 1 were dissolved in 50 ml of ether and an equimolar amount of a solution of HBr in ether was added dropwise at -70° C., whilst stirring. The reaction mixture was then kept for 15 minutes at from -60° to -70° C. and thereafter for 15 minutes at -15° C. 30 ml of water were then added and the organic phase was separated off, washed neutral, dried and concentrated. 3.2 g of a residue (crude yield 93.5%) were left; the structure of the material was determined by IR, NMR and UV spectroscopy.

Workup

  1. waitfor 15 minutes at -15° C
  2. customthe organic phase was separated off
  3. washwashed neutral
  4. customdried
  5. concentrationconcentrated
  6. wait3.2 g of a residue (crude yield 93.5%) were left

Sources & evidence

ORD record
ord-bc55f9eedb3b4a8d9fde0c34c930b685
Source dataset
uspto-grants-1981_06
Patent number
US04272456

Reaction notes

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