Water → HCID 70024090, compound

HRID 1368344Notes

Reaction equation

HRID 1368344 reaction equation
[N:1]([CH:4]([C:6]1[CH:7]=[C:8]([C:17]([NH2:19])=[O:18])[C:9]2[O:15][CH2:14][CH2:13][CH2:12][S:11][C:10]=2[CH:16]=1)[CH3:5])=[N+]=[N-].O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[NH2:1][CH:4]([C:6]1[CH:7]=[C:8]([C:17]([NH2:19])=[O:18])[C:9]2[O:15][CH2:14][CH2:13][CH2:12][S:11][C:10]=2[CH:16]=1)[CH3:5]

Participants

5

Reactant 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 53904147HCID 53904147, compound

Product 1

HCID 70024090HCID 70024090, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To 2-(1-azido-ethyl)-7,8-dihydro-6H-5-oxa-9-thia-benzocycloheptene-4-carboxylic acid amide (0.20 g, 0.73 mmol) in THF (5 mL) was added water (0.10 mL) and triphenylphosphine (0.19 g, 0.73 mmol). The mixture was heated to 50° C. for 20 h, evaporated, and chomatographed over silica gel (10% MeOH/CHCl3) to give a colorless oil (0.10 g, 55%).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-6c5e6305fb1f46fcb960d2ee2e61201d
Source dataset
uspto-grants-2003_06
Patent number
US06573295B2

Reaction notes

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