Tetrahydrofuran → (4-benzylspiro[3H-1,4-benzoxazine-2,1-cyclopropane]-6-yl)-(5-bromo-2-chloro-phenyl)methanol

HRID 149082Notes

Reaction equation

HRID 149082 reaction equation
[Br:26][c:27]1[cH:28][cH:29][c:30]([Cl:35])[c:31]([CH:32]=[O:33])[cH:34]1.[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[N:8]1[CH2:9][C:10]2([O:11][c:12]3[c:13]1[cH:14][c:15]([Br:18])[cH:16][cH:17]3)[CH2:19][CH2:20]2.[CH2:36]1[O:37][CH2:38][CH2:39][CH2:40]1.[CH3:21][CH2:22][CH2:23][CH2:24][Li:25]>>[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[N:8]1[CH2:9][C:10]2([O:11][c:12]3[c:13]1[cH:14][c:15]([CH:32]([c:31]1[c:30]([Cl:35])[cH:29][cH:28][c:27]([Br:26])[cH:34]1)[OH:33])[cH:16][cH:17]3)[CH2:19][CH2:20]2

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 106089255-Bromo-2-chlorobenzaldehydeHCID 583407784-benzyl-6-bromo-spiro[3H-1,4-benzoxazine-2,1-cyclopropane]HCID 178418339Butyllithium

Product 1

HCID 58340780(4-benzylspiro[3H-1,4-benzoxazine-2,1-cyclopropane]-6-yl)-(5-bromo-2-chloro-phenyl)methanol

Sources & evidence

ORD record
ord-c5c7a4bbe35b4e96bfdadd87772ffd64
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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