Oxygen → HCID 9912872, compound

HRID 324172Notes

Reaction equation

HRID 324172 reaction equation
C(Cl)Cl.[C:4]([C:8]1[C:9]([CH3:34])([CH3:33])[CH2:10][O:11][C:12]=1[C:13]1[O:14][C:15]2[CH:24]=[CH:23][C:22]([O:25][Si:26]([C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:28])[CH3:27])=[CH:21][C:16]=2[C:17]=1[O:18][CH2:19][CH3:20])([CH3:7])([CH3:6])[CH3:5].[Na].[O:36]=[O:37]>>[C:4]([C:8]12[O:37][O:36][C:12]1([C:13]1[O:14][C:15]3[CH:24]=[CH:23][C:22]([O:25][Si:26]([C:29]([CH3:32])([CH3:31])[CH3:30])([CH3:28])[CH3:27])=[CH:21][C:16]=3[C:17]=1[O:18][CH2:19][CH3:20])[O:11][CH2:10][C:9]2([CH3:33])[CH3:34])([CH3:5])([CH3:6])[CH3:7]

Participants

5

Reactant 4

HCID 977OxygenHCID 6344DichloromethaneHCID 5360545SodiumHCID 15547436HCID 15547436, compound2×

Product 1

HCID 9912872HCID 9912872, compound

Procedure

Adding 1 mg of TPP to 2 ml of methylene chloride dissolving 47 mg (0.066 mmol) of 4-t-butyl-5-(5-(t-butyldimethylsiloxy)-3-ethoxybenzofuran-2-yl)-3,3-dimethyl-2,3-dihydrofuran (Compound [36]), the mixture was stirred in oxygen atmosphere, at the temperature of −78° C. This solution was externally irritated with a 940 W sodium lamp for 4 hours. The reaction mixture was concentrated to obtain 5-t-butyl-1-(5-(t-butyldimethylsiloxy)-3-ethoxybenzofuran-2-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptane (Compound [37]) as a crude product.

Workup

  1. customat the temperature of −78° C
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-87c3e9305c974df0832ba691971dd150
Source dataset
uspto-grants-2001_04
Patent number
US06218135B1

Reaction notes

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