Hydrochloric Acid → 1-(2-Chloropropan-2-yl)-4-methylcyclohex-3-en-1-ol

HRID 1154062Notes

Reaction equation

HRID 1154062 reaction equation
[CH3:1][C:2]1([CH3:11])[C:4]2([CH2:9][CH2:8][C:7]([CH3:10])=[CH:6][CH2:5]2)[O:3]1.[ClH:12]>C(OCC)C>[CH3:10][C:7]1[CH2:8][CH2:9][C:4]([C:2]([Cl:12])([CH3:11])[CH3:1])([OH:3])[CH2:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1073031-Oxaspiro[2.5]oct-5-ene, 2,2,6-trimethyl-

Product 1

HCID 1590431-(2-Chloropropan-2-yl)-4-methylcyclohex-3-en-1-ol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred solution of 15.2 g of 2,2,6-trimethyl-1-oxaspiro(2.5)oct-5-ene in 200 ml of diethyl ether held at -10° C. was added dropwise 32 ml of 3.8N ethereal hydrochloric acid. After one hour at 0°-5° C., the mixture was washed with three 50 ml portions of water, dried and distilled to give 14.5 g of the desired product, b.p. 70°-75° C. (0.4 mm).

Workup

  1. customheld at -10° C.
  2. washthe mixture was washed with three 50 ml portions of water
  3. customdried
  4. distillationdistilled

Sources & evidence

ORD record
ord-d9a648d049be4a639ddb8eced90ebf7b
Source dataset
uspto-grants-1984_12
Patent number
US04487945

Reaction notes

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