Hydrogen Bromide → HCID 88778359, compound

HRID 903008Notes

Reaction equation

HRID 903008 reaction equation
C([CH:3]([C:24]([OH:26])=[O:25])[N:4]([C:14](OCC1C=CC=CC=1)=O)[CH2:5][P:6]([CH:11]([CH3:13])[CH3:12])([CH:8]([CH3:10])[CH3:9])=[S:7])C.Br.[CH3:28]COCC>C(O)(=O)C>[CH2:14]([N:4]([CH2:5][P:6]([CH:11]([CH3:13])[CH3:12])([CH:8]([CH3:10])[CH3:9])=[S:7])[CH2:3][C:24]([OH:26])=[O:25])[CH3:28]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 131711903HCID 131711903, compound

Product 1

HCID 88778359HCID 88778359, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl N-carbobenzoxy-N-(diisopropylthiophosphinylmethyl)glycine (2 g., 0.0044 mole) was reacted with 36% hydrogen bromide (8 ml) in glacial acetic acid. 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. The solution was concentrated in vacuo to yield ethyl N-(diisopropylthiophosphinylmethyl)glycine (0.7 g., 0.0022 mole) as an oil, ND22 =1.5066.

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
  5. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-ca02fe8c2b8443c6931b61019f14df9a
Source dataset
uspto-grants-1980_10
Patent number
US04226611

Reaction notes

Loading…