Hydrogen Bromide → HCID 131711909, compound

HRID 903014Notes

Reaction equation

HRID 903014 reaction equation
C(OCC[CH:6]([C:29]([OH:31])=[O:30])[N:7]([C:19](OCC1C=CC=CC=1)=O)[CH2:8][P:9]([S:15][CH2:16][CH:17]=[CH2:18])([S:11][CH2:12][CH:13]=[CH2:14])=[O:10])C.Br.[CH3:33][CH2:34][O:35][CH2:36]C>C(O)(=O)C>[CH2:34]([O:35][CH2:36][CH2:19][N:7]([CH2:8][P:9]([S:11][CH2:12][CH:13]=[CH2:14])([S:15][CH2:16][CH:17]=[CH2:18])=[O:10])[CH2:6][C:29]([OH:31])=[O:30])[CH3:33]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 131711910HCID 131711910, compound

Product 1

HCID 131711909HCID 131711909, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethoxyethyl N-carbobenzoxy-N-[bis(allylthio)phosphinylmethyl]glycine (4.8 g., 0.01 mole) was reacted with 32% hydrogen bromide (15 ml) in glacial acetic acid at 0° C. Ether was added and the oily precipitate was isolated by decanting the ether layer. The oil was washed with ether twice, then suspended in benzene and treated with propylene oxide. Concentration of the solution in vacuo yielded ethoxyethyl N-[bis(allylthio)phosphinylmethyl]glycine as an oil, ND22 =1.5163.

Workup

  1. customthe oily precipitate was isolated
  2. customby decanting the ether layer
  3. washThe oil was washed with ether twice
  4. additiontreated with propylene oxide

Sources & evidence

ORD record
ord-1b88cc53bad64ca29d1f7c7d44112b4d
Source dataset
uspto-grants-1980_10
Patent number
US04226611

Reaction notes

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