Tributylstannane → HCID 22495705, compound

HRID 1815867Notes

Reaction equation

HRID 1815867 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](O)([C:14]2[C:22]3[O:21][CH:20]=[CH:19][C:18]=3[C:17]([F:23])=[CH:16][C:15]=2[F:24])[C:10]([CH3:27])([CH3:26])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1CCC(OC(=O)C(C)=O)(C2C3OC=CC=3C(F)=CC=2F)C(C)(C)C1)C1C=CC=CC=1.C([SnH](CCCC)CCCC)CCC>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:22]3[O:21][CH:20]=[CH:19][C:18]=3[C:17]([F:23])=[CH:16][C:15]=2[F:24])[C:10]([CH3:27])([CH3:26])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 5948TributylstannaneHCID 22495620HCID 22495620, compoundHCID 22495633HCID 22495633, compound

Product 1

HCID 22495705HCID 22495705, compoundYield 79%

Procedure

Beginning with 0.84 gm (2.26 mMol) 1-benzyl-3,3-dimethyl-4-hydroxy-4-(4,6-difluorobenzofur-7-yl)piperidine, 0.84 gm (81%) 1-benzyl-3,3-dimethyl-4-(methyl oxoacetoxy)-4-(4,6-difluorobenzofur-7-yl)piperidine were prepared essentially as described in EXAMPLE 16. This material (0.57 gm, 1.25 mMol) was treated with tri(n-butyl)tin hydride essentially as described in EXAMPLE 16 to prepare 0.35 gm (79%) of the desired compound.

Workup

  1. customwere prepared essentially

Sources & evidence

ORD record
ord-a743632b86664748bc91d2765ad4894f
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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