Acetyl chloride → N-[(1S,2S)-2-Hydroxycyclopentyl]acetamide

HRID 847409Notes

Reaction equation

[NH2:1][C@H:2]1[CH2:6][CH2:5][CH2:4][C@@H:3]1[OH:7].[C:8](Cl)(=[O:10])[CH3:9]>>[OH:7][C@H:3]1[CH2:4][CH2:5][CH2:6][C@@H:2]1[NH:1][C:8](=[O:10])[CH3:9]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 11571787(1S,2S)-2-Aminocyclopentanol

Product 1

HCID 14988810N-[(1S,2S)-2-Hydroxycyclopentyl]acetamide

Procedure

Following the procedure of Example 2A, 74.7 g of (S,S)-(+)-2-aminocyclopentanol were reacted with acetyl chloride to provide 107.9 g of the title intermediate as an oil which crystallized upon cooling. NMR.

Sources & evidence

ORD record: ord-6aba970c2007456bb928291ced9816a0
Source dataset: uspto-grants-1992_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05141944

Reaction notes

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