Hydrochloric Acid → 7-bromo-5-hydroxy-3,4-dihydro-2H-naphthalen-1-one

HRID 1113061Notes

Reaction equation

HRID 1113061 reaction equation
[Br:33][c:34]1[c:35]2[c:40]([cH:41][c:42]([Br:44])[cH:43]1)[C:39](=[O:45])[CH2:38][CH2:37][CH2:36]2.[C:1]([P:2]([C:3]([CH3:4])([CH3:5])[CH3:6])[c:7]1[cH:8][cH:9][cH:10][cH:11][c:12]1-[c:13]1[c:14]([CH:15]([CH3:16])[CH3:17])[cH:18][c:19]([CH:20]([CH3:21])[CH3:22])[cH:23][c:24]1[CH:25]([CH3:26])[CH3:27])([CH3:28])([CH3:29])[CH3:30].[ClH:46].[K+:32].[O:47]1[CH2:48][CH2:49][O:50][CH2:51][CH2:52]1.[O:56]=[C:57]([CH:58]=[CH:59][c:60]1[cH:61][cH:62][cH:63][cH:64][cH:65]1)[CH:66]=[CH:67][c:68]1[cH:69][cH:70][cH:71][cH:72][cH:73]1.[O:74]=[C:75]([CH:76]=[CH:77][c:78]1[cH:79][cH:80][cH:81][cH:82][cH:83]1)[CH:84]=[CH:85][c:86]1[cH:87][cH:88][cH:89][cH:90][cH:91]1.[O:92]=[C:93]([CH:94]=[CH:95][c:96]1[cH:97][cH:98][cH:99][cH:100][cH:101]1)[CH:102]=[CH:103][c:104]1[cH:105][cH:106][cH:107][cH:108][cH:109]1.[OH-:31].[OH2:53].[Pd:54].[Pd:55]>>[OH:31][c:34]1[c:35]2[c:40]([cH:41][c:42]([Br:44])[cH:43]1)[C:39](=[O:45])[CH2:38][CH2:37][CH2:36]2

Participants

10

Reactant 9

HCID 313Hydrochloric AcidHCID 813Potassium CationHCID 961HydroxideHCID 962WaterHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 103802865,7-dibromo-3,4-dihydronaphthalen-1(2H)-oneHCID 11618717Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphane

Product 1

HCID 591925237-bromo-5-hydroxy-3,4-dihydro-2H-naphthalen-1-one

Sources & evidence

ORD record
ord-fb89f599c6ec4d409d44801eb18f28e0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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