Sodium Cyanide → HCID 12116617, compound

HRID 411634Notes

Reaction equation

HRID 411634 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:10]=1[CH:11]=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:19]([CH2:29][N+:30]#[C-:31])([C:22]1[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=1)(=[O:21])=[O:20].[C-]#N.[Na+]>>[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:10]=1[C@H:11]1[O:12][CH:31]=[N:30][C@@H:29]1[S:19]([C:22]1[CH:28]=[CH:27][C:25]([CH3:26])=[CH:24][CH:23]=1)(=[O:21])=[O:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 8929Sodium CyanideHCID 161915Tosylmethyl isocyanideHCID 8205272-(benzyloxy)-4-methoxybenzenecarbaldehyde

Product 1

HCID 12116617HCID 12116617, compound

Procedure

In a manner analogous to Preparation 1, 2-benzyloxy-4-methoxybenzaldehyde (2.54 g, 10.5 mmol), tosylmethylisocyanide (1.95 g, 10.0 mmol) and NaCN (49 mg, 1.00 mmol) gave the desired compound as a tan solid. MS(ES+) m/z 438.5 (M+H+).

Sources & evidence

ORD record
ord-aa99213a8f0648b19ca5dad4d4c58829
Source dataset
uspto-grants-2003_05
Patent number
US06559172B1

Reaction notes

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