Hydrochloric Acid → 3'-Chlorospiro(cyclopentane-1,1'-indan)

HRID 426910Notes

Reaction equation

HRID 426910 reaction equation
[ClH:1].[C:2]12([CH2:14][CH2:13][CH2:12][CH2:11]1)[C:10]1[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:4]=[CH:3]2>>[Cl:1][CH:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:2]2([CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:3]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13089053Spiro[cyclopentane-1,1'-indene]

Product 1

HCID 203884553'-Chlorospiro(cyclopentane-1,1'-indan)Yield 95%

Procedure

Anhydrous hydrogenchloride gas is bubbled through spiro(cyclopentane-1,1'-indene) (117.5 g; 0.69 moles) until 25 g have absorbed. The temperature is held under +10° C. by cooling on an ice bath. The liquid obtained is distilled and at first a small amount of unreacted spiro-cyclopentaneindene passes over, followed by about 135 g (Yield 95%) 3'-chlorospiro(cyclopentane-1,1'-indan) bp 97° C./0.7 mm Hg. nD20 =1.5625.

Workup

  1. customhave absorbed
  2. customis held under +10° C.
  3. temperatureby cooling on an ice bath
  4. customThe liquid obtained
  5. distillationis distilled

Sources & evidence

ORD record
ord-a44543905d5a4c348bc5f3fee97686cf
Source dataset
uspto-grants-1979_10
Patent number
US04172093

Reaction notes

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