Sodium Bicarbonate → HCID 86755400, compound

HRID 1107305Notes

Reaction equation

HRID 1107305 reaction equation
[C:1]([O:20][CH:21]([CH2:35][O:36][C:37](=[O:55])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])[CH2:22][NH:23][C:24](=[O:34])[CH2:25][NH:26]C(OC(C)(C)C)=O)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C([O-])(O)=O.[Na+]>C(Cl)Cl.C(O)(C(F)(F)F)=O.C(Cl)Cl>[C:1]([O:20][CH:21]([CH2:35][O:36][C:37](=[O:55])[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])[CH2:22][NH:23][C:24](=[O:34])[CH2:25][NH2:26])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 86755399HCID 86755399, compound

Product 1

HCID 86755400HCID 86755400, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

15.20 g (19.56 mmol) 20 was taken up in 200 ml CH2Cl2 /TFA (3:1 v/v) and stirred for 30 min. Afterwards the solution was diluted with 200 ml CH2Cl2 and shaken out with 200 ml sat. NaHCO3 solution. The organic phase was dried over MgSO4 and rotary evaporated. Yield: 11.64 g (88%) 21 as an oil.

Workup

  1. dry with materialThe organic phase was dried over MgSO4 and rotary evaporated

Sources & evidence

ORD record
ord-636d1c79b88d417e9ea6de1918e0d924
Source dataset
uspto-grants-2000_05
Patent number
US06060455

Reaction notes

Loading…