Bromine → HCID 58645862, compound

HRID 436606Notes

Reaction equation

HRID 436606 reaction equation
[Br:1]Br.[CH:3]1[C:13]2[C:12](=[O:14])[CH2:11][C:10]3[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=3[CH2:8][C:7]=2[CH:6]=[CH:5][CH:4]=1>C(Cl)(Cl)(Cl)Cl>[Br:1][CH:11]1[C:10]2[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=2[CH2:8][C:7]2[CH:6]=[CH:5][CH:4]=[CH:3][C:13]=2[C:12]1=[O:14]

Participants

4

Reactant 2

HCID 24408BromineHCID 12328550HCID 12328550, compound

Product 1

HCID 58645862HCID 58645862, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 1.34 ml of bromine in 10 ml of carbon tetrachloride was added to a solution of 5 g of 10,11-dihydro-[5H]-dibenzo (a,d) cycloheptene-11-one in 60 ml of carbon tetrachloride cooled to 0° C and after stirring for 30 minutes at room temperature, the insolubles were filtered off. The filtrate was distilled to dryness under reduced pressure to obtain 6.6 g of raw product which was crystallized from methanol to obtain 10-bromo-10,11-dihydro-[5H]-dibenzo (a,d) cycloheptene-11-one melting at 82°-84° C. The product was identical to that described by Rigaudy et al [Bull. Soc. Chim., 1959, p. 638].

Workup

  1. filtrationthe insolubles were filtered off
  2. distillationThe filtrate was distilled to dryness under reduced pressure
  3. customto obtain 6.6 g of raw product which
  4. customwas crystallized from methanol

Sources & evidence

ORD record
ord-458d6c2f2ef641bc880fbd036e58a79d
Source dataset
uspto-grants-1977_02
Patent number
US04009273

Reaction notes

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