Dichloromethane → HCID 21450746, compound

HRID 596165Notes

Reaction equation

HRID 596165 reaction equation
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:20](Br)[CH:21]=[CH2:22].C(=O)(O)[O-].[Na+].C(Cl)[Cl:30]>>[ClH:30].[CH2:22]([N:10]1[CH2:9][CH2:8][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[O:13][CH2:12][CH2:11]1)[CH:21]=[CH2:20]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 7841Allyl bromideHCID 516892Sodium BicarbonateHCID 203266297,7-Diphenyl-1,4-oxazepane

Product 1

HCID 21450746HCID 21450746, compound

Procedure

To the stirred solution of 5.06 g of 7,7-diphenyl-hexahydro-1,4-oxazepine in 50 ml of methylene chloride, 2.6 g of allyl bromide are added, followed by 40 ml of 10% aqueous sodium bicarbonate and the mixture is stirred for 24 hours at room temperature. The organic layer is separated, washed with water, dried, filtered and evaporated. The residue is taken up in acetone, the solution acidified with hydrogen chloride in acetone and diluted with diethyl ether, to yield the 4-allyl-7,7-diphenyl-hexahydro-1,4-oxazepine hydrochloride melting at 246° to 247°.

Workup

  1. customThe organic layer is separated
  2. washwashed with water
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. additiondiluted with diethyl ether

Sources & evidence

ORD record
ord-66ea9860a23943669ddd612cac5b6dc2
Source dataset
uspto-grants-1977_03
Patent number
US04010166

Reaction notes

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