Water → HCID 68283038, compound

Participants

Reaction Steps

To a solution of 1-(2-benzyloxy-acetyl)-1H-indole-3-carbaldehyde (1.53 g, 5.22 mmol) in a mixture of THF (80 mL) and t-butanol (24 mL). A 2 M 2-methyl-2-butene solution in THF (104 mL, 209 mmol) was added, followed by a water (20 mL) solution of NaClO2 (80%, 5.9 g, 52.2 mmol) and NaH2PO4 (5 g, 41.7 mmol). The resulting yellow solution was stirred at RT for 2 h. The solvents were concentrated and the aqueous layer was filtered and the resulting precipitate was washed with Et2O to give the desired compound. LC/MS: 310.1 [M−H]−, 332.0 [M+Na]+, 308.0 [M−H]−, 617.0 [2M−H]−; tR (HPLC conditions a): 3.62 min.

Provenance & Evidence