Acetate → Ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate

HRID 188859Notes

Reaction equation

HRID 188859 reaction equation
[Br:1][c:2]1[c:3]([O:18][c:19]2[c:20]([N+:32](=[O:33])[O-:34])[cH:21][c:22]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[cH:23][cH:24]2)[c:4]([Cl:17])[cH:5][c:6]2[c:11]1[O:10][CH2:9][CH2:8][CH:7]2[C:12](=[O:13])[O:14][CH2:15][CH3:16].[CH3:68][c:69]1[cH:70][cH:71][cH:72][cH:73][cH:74]1.[CH:43]1([P:44]([CH:48]2[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53]2)[CH:56]2[CH2:47][CH2:46][CH2:45][CH2:60][CH2:61]2)[CH2:54][CH2:55][CH2:57][CH2:58][CH2:59]1.[CH:62]1([B:63]([OH:64])[OH:65])[CH2:66][CH2:67]1.[K+:40].[K+:41].[K+:42].[O-:76][C:77]([CH3:78])=[O:79].[O-:80][C:81]([CH3:82])=[O:83].[OH2:84].[P:35]([O-:36])([O-:37])([O-:38])=[O:39].[Pd+2:75]>>[c:2]1([CH:60]2[CH2:56][CH2:61]2)[c:3]([O:18][c:19]2[c:20]([N+:32](=[O:33])[O-:34])[cH:21][c:22]([C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[cH:23][cH:24]2)[c:4]([Cl:17])[cH:5][c:6]2[c:11]1[O:10][CH2:9][CH2:8][CH:7]2[C:12](=[O:13])[O:14][CH2:15][CH3:16]

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 67080517Ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chlorochroman-4-carboxylate

Product 1

HCID 67080456Ethyl 7-(4-(tert-butoxycarbonyl)-2-nitrophenoxy)-6-chloro-8-cyclopropylchroman-4-carboxylate

Sources & evidence

ORD record
ord-a797890b2a9a468fbda5f09192d988ae
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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