tert-Butylcatechol → HCID 14746278, compound

HRID 2107360Notes

Reaction equation

HRID 2107360 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:13](O)[CH3:14])[CH:5]=[C:6]([Br:12])[C:7]=1[O:8][C:9](=[O:11])[CH3:10].C(C1C=CC=C(O)C=1O)(C)(C)C>>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([Br:12])[C:7]=1[O:8][C:9](=[O:11])[CH3:10])[CH:13]=[CH2:14]

Participants

3

Reactant 2

HCID 77643tert-ButylcatecholHCID 14746277HCID 14746277, compound

Product 1

HCID 14746278HCID 14746278, compoundYield 65.3%

Procedure

1 -(3',5'-Dibromo-4'-acetoxyphenyl)ethanol (104.86 g, 0.296 mol) KHSO4 (1.0 g) and t-butyl catechol (3.34 g) are mixed in a flask. The flask is equipped with a fractional distillation apparatus and attached to a vacuum pump. Dehydration is conducted at 168°-187° C. under vacuum (0.05-0.10 mm Hg). The product is distilled at 116°-134° C. to yield an oily solid (61.82 g). Recrystallization from hexane gives white crystals, m.p. 76° C.

Workup

  1. customThe flask is equipped with a fractional distillation apparatus
  2. customis conducted at 168°-187° C. under vacuum (0.05-0.10 mm Hg)
  3. distillationThe product is distilled at 116°-134° C.

Sources & evidence

ORD record
ord-4b5b70297a0948169cfe7071370eba96
Source dataset
uspto-grants-1990_06
Patent number
US04933495

Reaction notes

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