Benzenepropanal → HCID 70303799, compound

HRID 1952956Notes

Reaction equation

HRID 1952956 reaction equation
[ClH:1].[CH3:2][O:3][C:4](=[O:9])[C@H:5]([CH2:7][OH:8])[NH2:6].C(N(CC)CC)C.[C:17]1([CH2:23][CH2:24][CH:25]=O)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CO.[Pd].[H][H]>[ClH:1].[CH3:2][O:3][C:4](=[O:9])[C@H:5]([CH2:7][OH:8])[NH:6][CH2:25][CH2:24][CH2:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

7

Reactant 3

HCID 7707BenzenepropanalHCID 8471TriethylamineHCID 2723730L-Serine, methyl ester, hydrochloride (1:1)

Product 1

HCID 70303799HCID 70303799, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 23938PalladiumSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

L-Serine methyl ester hydrochloride (0.9 moles, 14 g), triethylamine (0.9 moles, 9.1 g) and 3-phenylpropionaldehyde (0.9 moles, 12.1 g) are dissolved in dry methanol (370 ml) in a Parr bottle and hydrogenated under 45 psi in the presence of 10% Pd/C, until the hydrogen absorption ceases.

Sources & evidence

ORD record
ord-594f2c493cf948a1b4e74d831e303ab0
Source dataset
uspto-grants-2000_09
Patent number
US06114391

Reaction notes

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