Hydrogen Bromide → HCID 88776586, compound

HRID 903009Notes

Reaction equation

HRID 903009 reaction equation
C([CH:3]([C:26]([OH:28])=[O:27])[N:4]([C:16](OCC1C=CC=CC=1)=O)[CH2:5][P:6]([CH2:12][CH2:13][CH2:14][CH3:15])([CH2:8][CH2:9][CH2:10][CH3:11])=[S:7])C.Br.[CH3:30]COCC>C(O)(=O)C>[CH2:16]([N:4]([CH2:5][P:6]([CH2:12][CH2:13][CH2:14][CH3:15])([CH2:8][CH2:9][CH2:10][CH3:11])=[S:7])[CH2:3][C:26]([OH:28])=[O:27])[CH3:30]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 131711904HCID 131711904, compound

Product 1

HCID 88776586HCID 88776586, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl N-carbobenzoxy-N-(dibutylthiophosphinylmethyl)-glycine (2 g., 0.0046 mole) was reacted with 36% hydrogen bromide (10 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. The solution was concentrated in vacuo to yield ethyl N-(dibutylthiophosphinylmethyl)glycine as an amber oil, ND22 =1.4820.

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-daf5eb641b18400eb0362ae3ac03f54d
Source dataset
uspto-grants-1980_10
Patent number
US04226611

Reaction notes

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