Sodium Cyanide → HCID 69556369, compound

HRID 411636Notes

Reaction equation

HRID 411636 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[C:5]([O:11][CH2:12][O:13][CH3:14])[CH:4]=1.[S:15]([CH2:25][N+:26]#[C-:27])([C:18]1[CH:24]=[CH:23][C:21]([CH3:22])=[CH:20][CH:19]=1)(=[O:17])=[O:16].[C-]#N.[Na+]>>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([C@H:7]2[O:8][CH:27]=[N:26][C@@H:25]2[S:15]([C:18]2[CH:24]=[CH:23][C:21]([CH3:22])=[CH:20][CH:19]=2)(=[O:17])=[O:16])=[C:5]([O:11][CH2:12][O:13][CH3:14])[CH:4]=1

Participants

4

Reactant 3

HCID 8929Sodium CyanideHCID 161915Tosylmethyl isocyanideHCID 3974214-methoxy-2-(methoxymethoxy)benzaldehyde

Product 1

HCID 69556369HCID 69556369, compound

Procedure

In a manner analogous to Preparation 1, 4-methoxy-2-methoxymethoxybenzaldehyde (0.12 g, 0.63 mmol), tosylmethylisocyanide (0.12 g, 0.60 mmol) and NaCN (3 mg, 0.06 mmol) gave the desired compound as a tan solid. MS(ES+) m/z 392.0 (M+H+).

Sources & evidence

ORD record
ord-e450b407b1ab4213b5198f714ba81add
Source dataset
uspto-grants-2003_05
Patent number
US06559172B1

Reaction notes

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