Chloride → methyl N-[2-chloro-5-(3,3-dimethyl-1-butynyl)benzyl]carbamate

HRID 192504Notes

Reaction equation

HRID 192504 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([Cl:14])[c:6]([CH2:7][NH:8][C:9]([O:10][CH3:11])=[O:12])[cH:13]1.[CH2:15]1[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]1.[CH3:108][c:109]1[cH:110][cH:111][cH:112][cH:113][cH:114]1.[CH3:21][C:22]([C:23]#[CH:24])([CH3:25])[CH3:26].[Cl-:28].[Cu:106][I:107].[Na+:27].[cH:29]1[cH:30][cH:31][c:32]([P:33]([Pd:34]([P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)([P:54]([c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[P:73]([c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)([c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)([c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)[c:98]2[cH:99][cH:100][cH:101][cH:102][cH:103]2)[cH:104][cH:105]1>>[c:2]1([C:24]#[C:23][C:22]([CH3:21])([CH3:25])[CH3:26])[cH:3][cH:4][c:5]([Cl:14])[c:6]([CH2:7][NH:8][C:9]([O:10][CH3:11])=[O:12])[cH:13]1

Participants

9

Reactant 8

HCID 312ChlorideHCID 923Sodium ionHCID 1140TolueneHCID 8082PiperidineHCID 135123,3-Dimethyl-1-butyneHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 15483918methyl N-[(5-bromo-2-chlorophenyl)methyl]carbamateHCID 178420554HCID 178420554, compound

Product 1

HCID 15483917methyl N-[2-chloro-5-(3,3-dimethyl-1-butynyl)benzyl]carbamate

Sources & evidence

ORD record
ord-fb3c4aeebb0e4b00a7adba32db043b05
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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