Formaldehyde → HCID 53948140, compound

HRID 1952963Notes

Reaction equation

HRID 1952963 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C@H:4]([CH2:15][OH:16])[NH:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH2:18]=O>CO>[CH3:1][O:2][C:3](=[O:17])[CH:4]([N:5]([CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:18])[CH2:15][OH:16]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 11128319HCID 11128319, compound

Product 1

HCID 53948140HCID 53948140, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of N-(3-phenylpropyl)serine methyl ester (6.4 g, 0.027 mol) in methanol (150 ml) is added with 10% Pd-on-carbon (0.7 g) and 40% formic aldehyde (3.0 ml 0.04 mol) dissolved in methanol (50 ml). The mixture is stirred at room temperature under hydrogen atmosphere, under a slight pressure (40 psi) until the absorption ceases. The mixture is filtered and the filtrate is evaporated under vacuum. The residue is taken up in ethyl ether (300 ml), washed with water (2×200 ml), dried over sodium sulfate and evaporated under vacuum. Yield: 6.6 g

Workup

  1. filtrationThe mixture is filtered
  2. customthe filtrate is evaporated under vacuum
  3. washwashed with water (2×200 ml)
  4. dry with materialdried over sodium sulfate
  5. customevaporated under vacuum

Sources & evidence

ORD record
ord-1d70eb96f0f8430e81aa594d4d3ffc8b
Source dataset
uspto-grants-2000_09
Patent number
US06114391

Reaction notes

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