2-(Phenoxymethyl)benzoic acid → (S)-2-Phenyloxymethyl-N-(3-phenylpropan-1-ol-2-yl)benzamide

HRID 1068852Notes

Reaction equation

[O:1]([CH2:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:18][C@@H:19]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:20][OH:21]>>[C:2]1([O:1][CH2:8][C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([NH:18][C@@H:19]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:20][OH:21])=[O:13])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 697612-(Phenoxymethyl)benzoic acid

HCID 447213phenylalaninol, (S)-

Product 1

HCID 20666656(S)-2-Phenyloxymethyl-N-(3-phenylpropan-1-ol-2-yl)benzamideYield 84%

Procedure

2 g (8.8 mmol) of 2-phenoxymethylbenzoic acid were reacted with (S)-2-amino-3-phenyl-1-propanol by the method of procedure 7a. 2.7 g (84%) of the product were obtained.

Sources & evidence

ORD record: ord-f6a31b4f90f248d1bd5aee5ea44d652b
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06251917B1

Reaction notes

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