Ammonium Hydroxide → 1-[(3R,4S)-4-Amino-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl]ethan-1-one

HRID 1937740Notes

Reaction equation

[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[C@@H:10]3[O:15][C@H:9]3[C:8]=2[CH:16]=1)(=[O:3])[CH3:2].[OH-].[NH4+:18]>>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[C@H:10]([OH:15])[C@@H:9]([NH2:18])[C:8]=2[CH:16]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 11506788HCID 11506788, compound

Product 1

HCID 105617291-[(3R,4S)-4-Amino-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl]ethan-1-one

Procedure

From (3R,4S)-6-acetyl-3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran (Example 1 of GB-A-1511187) by stirring in ethanolic ammonium hydroxide solution.

Sources & evidence

ORD record: ord-a7d86a15ca3b41528d3e15f13a23a55a
Source dataset: uspto-grants-2002_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06395909B1

Reaction notes

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