Water → HCID 24896968, compound

HRID 1819886Notes

Reaction equation

HRID 1819886 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:9]2[O:10][C:11]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]=3[C:8]=2[CH:7]=1)=[O:4].O.[CH3:21][C:22]([CH3:25])([O-:24])[CH3:23].[K+]>CN(C)C=O>[C:22]([O:24][CH2:2][C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:9]2[O:10][C:11]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]=3[C:8]=2[CH:7]=1)=[O:4])([CH3:25])([CH3:23])[CH3:21]

Participants

5

Reactant 3

HCID 962WaterHCID 23665647Potassium tert-butoxideHCID 24900205HCID 24900205, compound

Product 1

HCID 24896968HCID 24896968, compoundYield 10.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure of Example 40, 2-chloro-N-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylacetamide (0.13 g, 0.45 mmol), water (0.010 mL, 0.56 mmol), and potassium tert-butoxide (0.10 g, 0.90 mmol) in dimethylformamide (5 mL) provided 2-tert-butoxy-N-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylacetamide (0.015 g) after reverse-phase HPLC purification.MS (ES) m/z 260.1 ([M+H]+).

Sources & evidence

ORD record
ord-d207e73ed99e47d689eb6cff1ee5a9c5
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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