Bromide ion → (+-)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxaldehyde

HRID 947084Notes

Reaction equation

HRID 947084 reaction equation
[Br-:30].[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH:10]([CH2:13][OH:14])[CH2:11][CH2:12]1.[CH3:18][C:19]1([CH3:28])[N:20]([O:21])[C:22]([CH3:23])([CH3:24])[CH2:25][CH2:26][CH2:27]1.[Cl:15][CH2:16][Cl:17].[Cl:31][O-:32].[K+:29].[Na+:33].[Na+:39].[O-:35][C:36]([OH:37])=[O:38].[OH2:34]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH:10]([CH:13]=[O:14])[CH2:11][CH2:12]1

Participants

10

Reactant 9

HCID 259Bromide ionHCID 769Bicarbonate IonHCID 813Potassium CationHCID 923Sodium ion2×HCID 962WaterHCID 6344DichloromethaneHCID 61739HypochloriteHCID 5499762,2,6,6-Tetramethylpiperidin-1-olHCID 5237175tert-Butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

Product 1

HCID 4692112(+-)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxaldehyde

Sources & evidence

ORD record
ord-6483603be12749a7b7463dd997054e7f
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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