Tributylstannane → HCID 67974510, compound

HRID 1053899Notes

Reaction equation

HRID 1053899 reaction equation
C([N-]C(C)C)(C)C.[Li+].[CH2:9]([SnH:13]([CH2:18][CH2:19][CH2:20][CH3:21])[CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][CH2:11][CH3:12].[CH2:22]([O:29][C:30]1[CH:37]=[CH:36][C:33]([CH:34]=[O:35])=[CH:32][CH:31]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.Cl[C:39]([O:41][CH3:42])=[O:40]>>[C:39](=[O:40])([O:41][CH3:42])[O:35][CH:34]([C:33]1[CH:32]=[CH:31][C:30]([O:29][CH2:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:37][CH:36]=1)[Sn:13]([CH2:9][CH2:10][CH2:11][CH3:12])([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 4

HCID 5948TributylstannaneHCID 6586Methyl chloroformateHCID 78109Benzaldehyde, 4-(phenylmethoxy)-HCID 2724682Lithium diisopropylamide

Product 1

HCID 67974510HCID 67974510, compoundYield 41%

Procedure

A solution of lithium diisopropylamide (2.0 M in heptane/tetrahydrofuran/ethylbenzene, 10.5 mL, 21 mmol), tri-n-butyltin hydride (5.55 mL, 21 mmol), 4-benzyloxybenzaldehyde (4.24 g, 20 mmol), and methyl chloroformate (1.86 mL, 24 mmol) were processed using the method described in Example 1B to afford 4.6 g (41%) of the title compound.

Sources & evidence

ORD record
ord-8222ddd9ff8f44c1a10247992cbc4197
Source dataset
uspto-grants-2016_07
Patent number
US09394279B2

Reaction notes

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