Diethyl Ether → 5-(Hydroxymethyl)-2-methoxybenzonitrile

HRID 2155665Notes

Reaction equation

HRID 2155665 reaction equation
[Br:1][c:2]1[cH:3][c:4]([CH2:10][OH:11])[cH:5][cH:6][c:7]1[O:8][CH3:9].[C-:22]#[N:23].[C-:25]#[N:26].[CH3:12][N:13]([CH3:14])[CH:15]=[O:16].[CH3:17][CH2:18][O:19][CH2:20][CH3:21].[Zn+2:24].[cH:27]1[cH:28][cH:29][c:30]([P:31]([Pd:32]([P:33]([c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[P:71]([c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)([c:90]2[cH:91][cH:92][cH:93][cH:94][cH:95]2)[c:96]2[cH:97][cH:98][cH:99][cH:100][cH:101]2)[cH:102][cH:103]1>>[c:2]1([C:12]#[N:13])[cH:3][c:4]([CH2:10][OH:11])[cH:5][cH:6][c:7]1[O:8][CH3:9]

Participants

7

Reactant 6

HCID 3283Diethyl EtherHCID 5975Cyanide2×HCID 6228DimethylformamideHCID 32051Zinc(2+)HCID 13551346(3-Bromo-4-methoxyphenyl)methanolHCID 178420554HCID 178420554, compound

Product 1

HCID 229961945-(Hydroxymethyl)-2-methoxybenzonitrile

Sources & evidence

ORD record
ord-0117bdad5fc7484e801f45aa9496e838
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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