Hydrogen Bromide → HCID 88776344, compound

HRID 903011Notes

Reaction equation

HRID 903011 reaction equation
C([CH:3]([C:26]([OH:28])=[O:27])[N:4]([C:16](OCC1C=CC=CC=1)=O)[CH2:5][P:6]([CH:12]([CH2:14][CH3:15])[CH3:13])([CH:8]([CH2:10][CH3:11])[CH3:9])=[S:7])C.Br.[CH3:30]COCC>C(O)(=O)C>[CH2:16]([N:4]([CH2:5][P:6]([CH:12]([CH2:14][CH3:15])[CH3:13])([CH:8]([CH2:10][CH3:11])[CH3:9])=[S:7])[CH2:3][C:26]([OH:28])=[O:27])[CH3:30]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 131711906HCID 131711906, compound

Product 1

HCID 88776344HCID 88776344, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl N-carbobenzoxy-N-(di-sec-butylthiophosphinylmethyl)glycine (1 g., 0.0023 mole) was dissolved in 5 ml. of 30% hydrogen bromide in glacial acetic acid at 0° C. The mixture was stirred for one hour. Ether was added and the oily precipitate isolated by decanting the ether layer. The oil was washed twice with ether and then suspended in benzene and treated with propylene oxide. The solution was concentrated in vacuo to yield ethyl N-(di-sec-butylthiophosphinylmethyl)-glycine (0.04 g., 0.001 mole) as an oil, ND25 =1.3450.

Workup

  1. customat 0° C
  2. customthe oily precipitate isolated
  3. customby decanting the ether layer
  4. washThe oil was washed twice with ether
  5. additiontreated with propylene oxide
  6. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-3dcb53a621cb4f19a623623543756f84
Source dataset
uspto-grants-1980_10
Patent number
US04226611

Reaction notes

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