Diphenylphosphine → HCID 86740942, compound

HRID 364137Notes

Reaction equation

[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]2[C@H:9]3[CH2:14][CH2:13][CH2:12][N:11]([CH2:15][CH2:16][CH3:17])[C@@H:10]3[CH2:18][O:19][C:5]=2[C:4]=1[O:20]C.C1(PC2C=CC=CC=2)C=CC=CC=1.C([Li])CCC.[C:40]([OH:47])(=[O:46])/[CH:41]=[CH:42]/[C:43]([OH:45])=[O:44]>>[C:40]([OH:47])(=[O:46])/[CH:41]=[CH:42]/[C:43]([OH:45])=[O:44].[OH:20][C:4]1[C:5]2[O:19][CH2:18][C@@H:10]3[C@@H:9]([C:6]=2[CH:7]=[CH:8][C:3]=1[CH2:2][OH:1])[CH2:14][CH2:13][CH2:12][N:11]3[CH2:15][CH2:16][CH3:17]

Participants

Reactant 4

HCID 70017Diphenylphosphine

HCID 444972Fumaric Acid

HCID 86740940HCID 86740940, compound

HCID 178418339Butyllithium

Product 1

HCID 86740942HCID 86740942, compound

Procedure

Reaction of trans-8-hydroxymethyl-7-methoxy-4-propyl-1,2,3,4a,5,10b-hexahydro-4H-[1]-benzopyrano[3,4-b]pyridine with diphenylphosphine and butyllithium according to the procedure of Example 9 and subsequent treatment with fumaric acid affords trans-7-hydroxy-8-hydroxymethyl-4-propyl-1,2,3,4a,5,10b-hexahydro-4H-[1]-benzopyrano[3,4-b]pyridine fumarate, m.p. 198°-200°.

Sources & evidence

ORD record: ord-9f72ade0b3ee413f9f71310d32cdcfa8
Source dataset: uspto-grants-1986_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04604397

Reaction notes

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